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    Chemistry

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    Also known as: 624-49-7, Tecfidera, Dimethylfumarate, Methyl fumarate, (e)-dimethyl fumarate, Fumaderm
    Molecular Formula
    C6H8O4
    Molecular Weight
    144.12  g/mol
    InChI Key
    LDCRTTXIJACKKU-ONEGZZNKSA-N
    FDA UNII
    FO2303MNI2
    Dimethyl Fumarate
    A fumarate derivative that is used as a DERMATOLOGIC AGENT in the treatment of PSORIASIS and SKIN DISEASES. It also may be used as an IMMUNOSUPPRESSIVE AGENT in the treatment of MULTIPLE SCLEROSIS.
    1 2D Structure

    Dimethyl Fumarate

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    dimethyl (E)-but-2-enedioate
    2.1.2 InChI
    InChI=1S/C6H8O4/c1-9-5(7)3-4-6(8)10-2/h3-4H,1-2H3/b4-3+
    2.1.3 InChI Key
    LDCRTTXIJACKKU-ONEGZZNKSA-N
    2.1.4 Canonical SMILES
    COC(=O)C=CC(=O)OC
    2.1.5 Isomeric SMILES
    COC(=O)/C=C/C(=O)OC
    2.2 Other Identifiers
    2.2.1 UNII
    FO2303MNI2
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 00012, Bg

    2. 12 Compound, Bg

    3. 2-butenedioic Acid, (2e)-, Dimethyl Ester

    4. 201, Fag

    5. Bg 00012

    6. Bg 12 Compound

    7. Bg-00012

    8. Bg-12 Compound

    9. Bg00012

    10. Bg12 Compound

    11. Compound, Bg 12

    12. Compound, Bg12

    13. Dimethylfumarate

    14. Fag 201

    15. Fag-201

    16. Fag201

    17. Fumaderm

    18. Fumarate, Dimethyl

    19. Tecfidera

    2.3.2 Depositor-Supplied Synonyms

    1. 624-49-7

    2. Tecfidera

    3. Dimethylfumarate

    4. Methyl Fumarate

    5. (e)-dimethyl Fumarate

    6. Fumaderm

    7. Dimethyl (e)-but-2-enedioate

    8. Fumaric Acid Dimethyl Ester

    9. Fumaric Acid, Dimethyl Ester

    10. Bg-12

    11. Boletic Acid Dimethyl Ester

    12. Dimethyl Trans-ethylenedicarboxylate

    13. Bg 12 Compound

    14. Trans-butenedioic Acid Dimethyl Ester

    15. Panaclar

    16. Bg00012

    17. 2-butenedioic Acid (e)-, Dimethyl Ester

    18. Allomaleic Acid Dimethyl Ester

    19. Bg-00012

    20. Dimethyl 2-butenedioate

    21. Trans-1,2-ethylenedicarboxylic Acid Dimethyl Ester

    22. Dimethyl (2e)-but-2-enedioate

    23. Fag-201

    24. Bg 00012

    25. Bis-methyl Ester

    26. Dimethyl Fumar

    27. Dimethyl Fumarate [usan]

    28. Azl O 211089

    29. Azl-o-211089

    30. Nsc-25942

    31. Dimethylester Kyseliny Fumarove

    32. Nsc-167432

    33. (e)-but-2-enedioic Acid Dimethyl Ester

    34. Chebi:76004

    35. 2-butenedioic Acid (2e)-, Dimethyl Ester

    36. Bg 12

    37. Fp187

    38. Las41008

    39. Fp-187

    40. Las-41008

    41. Fumaric Acid-dimethyl Ester

    42. Azl-0211089

    43. 1,2-bis(methoxycarbonyl)-trans-ethylene

    44. Dimethyl (2e)-2-butenedioate

    45. Fo2303mni2

    46. 23055-10-9

    47. Dimethyl (~{e})-but-2-enedioate

    48. But-2-enedioic Acid, Dimethyl Ester

    49. Azl 0 211089

    50. Dimethyl Fumarate (usan)

    51. 2-butenedioic Acid (2e)-, 1,4-dimethyl Ester

    52. Wln: 1ov1u1vo1 -t

    53. Fumaric Acid-dimethyl Ester 1000 Microg/ml In Acetonitrile

    54. 2-butenedioic Acid, Dimethyl Ester

    55. Mfcd00064438

    56. Ethylene,2-bis(methoxycarbonyl)-, Trans-

    57. Fag201

    58. Fag 201

    59. Bg 12 [fumarate]

    60. Bg-12 [fumarate]

    61. Einecs 210-849-0

    62. Nsc 25942

    63. Tl 353

    64. Nsc 167432

    65. Dimethylester Kyseliny Fumarove [czech]

    66. Brn 0774590

    67. Unii-fo2303mni2

    68. Ai3-07872

    69. Dimethyl-fumarate

    70. Fumaric Acid Dimethyl Ester (1,1,1,8,8,8-d6)

    71. Ethylene, 1,2-bis(methoxycarbonyl)-, Trans-

    72. Hsdb 7725

    73. Tecfidera (tn)

    74. Fumaric Acid Dimethyl

    75. 2-butenedioic Acid, (2e)-, Dimethyl Ester

    76. Dimethyl Fumarate, 97%

    77. (e/z)-dimethyl Fumarate

    78. Dimethyl Trans-butenedioate

    79. Schembl41835

    80. Schembl41836

    81. 4-02-00-02205 (beilstein Handbook Reference)

    82. Dimethyl Fumarate [mi]

    83. Dimethyl Fumarate (jan/usan)

    84. Gtpl7045

    85. Dimethyl Fumarate [jan]

    86. Chembl2107333

    87. Dimethyl Fumarate [hsdb]

    88. Dtxsid4060787

    89. Dimethyl Fumarate [vandf]

    90. But-2-enedioic Aciddimethyl Ester

    91. Hms3264d14

    92. Pharmakon1600-01506154

    93. Dimethyl Fumarate [who-dd]

    94. Nsc25942

    95. Zinc3843378

    96. Bdbm50504654

    97. Fumaric Acid, Dimethyl Ester (8ci)

    98. Nsc167432

    99. Nsc760139

    100. S2586

    101. Stk039379

    102. Dimethyl Ester(e)-2-butenedioic Acid

    103. (e)-ch3oc(o)ch=chc(o)och3

    104. Akos000121333

    105. Zinc100509880

    106. Ccg-213618

    107. Cs-0909

    108. Db08908

    109. Dimethyl Ester(2e)-2-butenedioic Acid

    110. Dimethyl Fumarate [orange Book]

    111. Nsc-760139

    112. Hy-17363

    113. Ls-13141

    114. 2(e)-butenedioic Acid 1,4-dimethyl Ester

    115. 2-butenedioic Acid, Dimethyl Ester, (2e)-

    116. Cs-0369103

    117. F0069

    118. Sw219154-1

    119. D03846

    120. H11241

    121. Ab00172980_03

    122. Ab00172980_04

    123. Dimethyl Fumarate, Vetec(tm) Reagent Grade, 97%

    124. Q418123

    125. Sr-01000944222

    126. Sr-01000944222-1

    127. Trans-1, 2-ethylenedicarboxylic Acid Dimethyl Ester

    128. Brd-k31111078-001-01-8

    129. Fumaric Acid Dimethyl Ester 100 Microg/ml In Methanol

    130. F0001-1675

    131. Dimethyl Fumarate, Certified Reference Material, Tracecert(r)

    132. 12287-98-8

    133. Eou

    2.4 Create Date
    2005-03-26
    3 Chemical and Physical Properties
    Molecular Weight 144.12 g/mol
    Molecular Formula C6H8O4
    XLogP30.7
    Hydrogen Bond Donor Count0
    Hydrogen Bond Acceptor Count4
    Rotatable Bond Count4
    Exact Mass144.04225873 g/mol
    Monoisotopic Mass144.04225873 g/mol
    Topological Polar Surface Area52.6 Ų
    Heavy Atom Count10
    Formal Charge0
    Complexity141
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count1
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 2  
    Drug NameTecfidera
    PubMed HealthDimethyl Fumarate (By mouth)
    Drug ClassesImmune Modulator
    Drug LabelTECFIDERA contains dimethyl fumarate which is also known by its chemical name, dimethyl (E) butenedioate, (C6H8O4). It has the following structure: Dimethyl fumarate is a white to off-white powder that is highly soluble in water with a molecular mass...
    Active IngredientDimethyl fumarate
    Dosage FormCapsule, delayed release
    RouteOral
    Strength120mg; 240mg
    Market StatusPrescription
    CompanyBiogen Idec

    2 of 2  
    Drug NameTecfidera
    PubMed HealthDimethyl Fumarate (By mouth)
    Drug ClassesImmune Modulator
    Drug LabelTECFIDERA contains dimethyl fumarate which is also known by its chemical name, dimethyl (E) butenedioate, (C6H8O4). It has the following structure: Dimethyl fumarate is a white to off-white powder that is highly soluble in water with a molecular mass...
    Active IngredientDimethyl fumarate
    Dosage FormCapsule, delayed release
    RouteOral
    Strength120mg; 240mg
    Market StatusPrescription
    CompanyBiogen Idec

    4.2 Therapeutic Uses

    Dermatologic Agents; Immunosuppressive Agents; Radiation-Sensitizing Agents

    National Library of Medicine's Medical Subject Headings. Dimethyl Fumarate. Online file (MeSH, 2015). Available from, as of May 1, 2015: https://www.nlm.nih.gov/mesh/2014/mesh_browser/MBrowser.html

    /CLINICAL TRIALS/ ClinicalTrials.gov is a registry and results database of publicly and privately supported clinical studies of human participants conducted around the world. The Web site is maintained by the National Library of Medicine (NLM) and the National Institutes of Health(NIH). Each ClinicalTrials.gov record presents summary information about a study protocol and includes the following: Disease or condition; Intervention (for example, the medical product, behavior, or procedure being studied); Title, description, and design of the study; Requirements for participation (eligibility criteria); Locations where the study is being conducted; Contact information for the study locations; and Links to relevant information on other health Web sites, such as NLM's MedlinePlus for patient health information and PubMed for citations and abstracts for scholarly articles in the field of medicine. Dimethyl fumarate is included in the database.

    NIH/NLM; ClinicalTrials.Gov. Available from, as of July 18, 2015: https://clinicaltrials.gov/search/intervention=Dimethyl+Fumarate

    Tecfidera is indicated for the treatment of patients with relapsing forms of multiple sclerosis. /Included in US product label/

    NIH; DailyMed. Current Medication Information for Tecfidera (Dimethyl Fumarate) Capsule (Updated: April 2015). Available from, as of June 30, 2015: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=665d7e74-036c-5f68-5b67-ab84b9b49151

    EXPL THER Mixtures of fumaric acid esters (FAE) are used as an oral systemic treatment for moderate to severe psoriasis. Large clinical studies with dimethylfumarate (DMF) monotherapy are scarce. The objective of this study is to assess the effectiveness and long-term safety of high-dose DMF monotherapy in moderate to severe psoriasis. A prospective single-blinded follow-up study was performed in a cohort of patients treated with DMF. Patients were followed-up at fixed intervals. Assessment of consecutive photographs was performed by two observers. Primary outcome was a change in static physician global assessment (PGA) score. Safety outcome was defined as incidences of (serious) adverse events. A total of 176 patients with moderate to severe psoriasis were treated with DMF for a median duration of 28 months. The median daily maintenance dosage of 480 mg was reached after a median of 8 months. Psoriasis activity decreased significantly by 1.7 out of five points. A total of 152 patients reported one or more adverse events, such as gastrointestinal complaints and flushing. High-dose DMF monotherapy is an effective and safe treatment option in moderate to severe psoriasis. It can be suggested that 50% of all patients may benefit from high-dose DMF monotherapy. KEYWORDS: Dimethylfumurate; high dose; monotherapy; prospective study; psoriasis

    PMID:26088405 Lijnen R et al; J Dermatolog Treat. 2015 Jun 19:1-6. (Epub ahead of print)

    4.3 Drug Warning

    A patient with multiple sclerosis who was being treated with dimethyl fumarate developed progressive multifocal leukoencephalopathy (PML), and later died. The patient who died was not taking any other drugs that affect the immune system or drugs that are thought to be associated with PML. Patients taking dimethyl fumarate should be advised to contact their clinician if they develop any symptoms that may be suggestive of PML. Symptoms of PML are diverse, progress over days to weeks, and include the following: progressive weakness on one side of the body or clumsiness of limbs; disturbance of vision; and changes in thinking, memory and orientation, leading to confusion and personality changes. The progression of deficits can lead to severe disability or death. Dimethyl fumarate should be discontinued immediately at the first sign or symptom suggestive of PML and an appropriate diagnostic evaluation should be performed. Lymphocyte counts should be monitored in dimethyl fumarate-treated patients according to approved labeling.

    American Society of Health-System Pharmacists 2015; Drug Information 2015. Bethesda, MD. 2015, p. 3620

    Dimethyl fumarate may decrease lymphocyte counts. In placebo-controlled clinical trials, mean lymphocyte counts decreased by approximately 30% during the first year of treatment with the drug and remained stable thereafter. Mean lymphocyte counts improved 4 weeks following discontinuance of the drug, but did not return to baseline values. Dimethyl fumarate has not been studied in patients with preexisting low lymphocyte counts. Prior to initiation of dimethyl fumarate, a recent (i.e., within 6 months) complete blood cell (CBC) count should be available to identify patients with preexisting low lymphocyte counts. A CBC should also be obtained annually during therapy and as clinically indicated. In patients with serious infections, withholding dimethyl fumarate treatment should be considered until the infection has resolved.

    American Society of Health-System Pharmacists 2015; Drug Information 2015. Bethesda, MD. 2015, p. 3620

    During post marketing experience, hypersensitivity reactions have been reported, including rare reports of anaphylaxis and angioedema in patients treated with Tecfidera. Signs and symptoms have included difficulty breathing, urticaria, and swelling of the throat and tongue.

    Health Canada; Product Monograph for Tecfidera (Dimethyl Fumarate) Delayed-release Capsules, Drug Identification Number (DIN): 02404508 p.14 (Date of Revision: January 29, 2015). Available from, as of June 30, 2015: https://webprod5.hc-sc.gc.ca/dpd-bdpp/start-debuter.do?lang=eng

    Treatment with Tecfidera should not be initiated in patients with signs and symptoms of a serious infection. Decreases in lymphocyte counts observed in patients treated with Tecfidera in clinical trials were not associated with increased frequencies of infections. However, due to the potential risk of infections in patients who develop sustained lymphopenia, patients should be instructed to report symptoms of infection to their physician. For patients with signs and symptoms of serious infections, interrupting treatment with Tecfidera should be considered, until the infection(s) resolves.

    Health Canada; Product Monograph for Tecfidera (Dimethyl Fumarate) Delayed-release Capsules, Drug Identification Number (DIN): 02404508 p.6 (Date of Revision: January 29, 2015). Available from, as of June 30, 2015: https://webprod5.hc-sc.gc.ca/dpd-bdpp/start-debuter.do?lang=eng

    For more Drug Warnings (Complete) data for DIMETHYL FUMARATE (14 total), please visit the HSDB record page.

    4.4 Drug Indication

    Used in multiple sclerosis patients with relapsing forms.

    FDA Label

    Tecfidera is indicated for the treatment of adult and paediatric patients aged 13 years and older with relapsing remitting multiple sclerosis (RRMS).

    Skilarence is indicated for the treatment of moderate to severe plaque psoriasis in adults in need of systemic medicinal therapy.

    Treatment of psoriasis

    Treatment of multiple sclerosis

    Dimethyl fumarate Mylan is indicated for the treatment of adult patients with relapsing remitting multiple sclerosis.

    Dimethyl fumarate Polpharma is indicated for the treatment of adult patients with relapsing remitting multiple sclerosis.

    Dimethyl fumarate Neuraxpharma is indicated for the treatment of adult patients with relapsing remitting multiple sclerosis.

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

    The physiological effects dimethyl fumarate has on the body is not well understood. It is known that dimethyl fumarate has anti-inflammatory and cytoprotective effects, which both are likely involved in its actions in multiple sclerosis patients.

    5.2 MeSH Pharmacological Classification

    Radiation-Sensitizing Agents

    Drugs used to potentiate the effectiveness of radiation therapy in destroying unwanted cells. (See all compounds classified as Radiation-Sensitizing Agents.)

    Dermatologic Agents

    Drugs used to treat or prevent skin disorders or for the routine care of skin. (See all compounds classified as Dermatologic Agents.)

    Immunosuppressive Agents

    Agents that suppress immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-CELLS or by inhibiting the activation of HELPER CELLS. While immunosuppression has been brought about in the past primarily to prevent rejection of transplanted organs, new applications involving mediation of the effects of INTERLEUKINS and other CYTOKINES are emerging. (See all compounds classified as Immunosuppressive Agents.)

    5.3 ATC Code

    L04AX07

    L04AX07

    L04AX07

    L04AX07

    L04AX07

    L - Antineoplastic and immunomodulating agents

    L04 - Immunosuppressants

    L04A - Immunosuppressants

    L04AX - Other immunosuppressants

    L04AX07 - Dimethyl fumarate

    5.4 Absorption, Distribution and Excretion

    Absorption

    Once ingested, dimethyl fumarate is rapidly hydroylyzed by esterases to MMF. Thus there is negligible amount of dimethyl fumarate in the body, and all pharmacokinetic information is quantified with MMF. In multiple sclerosis patients, the time to maximum concentration of MMF is 2 to 2.5 hours and the maximum concentration is 1.87 mg/L.

    Route of Elimination

    The main route of elimination is by CO2 exhalation that accounts for 60% of the dose. The other minor routes are through the kidney (16% metabolites and trace amounts of unchanged MMF) and the feces (1%).

    Volume of Distribution

    In healthy people, MMF has a variable volume of distribution of 53 to 73 litres.

    Clearance

    MMF clearance was not quantified.

    After oral administration of Tecfidera, dimethyl fumarate undergoes rapid presystemic hydrolysis by esterases and is converted to its active metabolite, monomethyl fumarate (MMF). Dimethyl fumarate is not quantifiable in plasma following oral administration of Tecfidera. Therefore all pharmacokinetic analyses related to Tecfidera were performed with plasma MMF concentrations. ... The median Tmax of MMF is 2-2.5 hours. The peak plasma concentration (Cmax) and overall exposure (AUC) increased approximately dose proportionally in the dose range studied (120 mg to 360 mg). Following administration of Tecfidera 240 mg twice a day with food, the mean Cmax of MMF was 1.87 mg/L and AUC was 8.21 mg.hr/L in MS patients.

    NIH; DailyMed. Current Medication Information for Tecfidera (Dimethyl Fumarate) Capsule (Updated: April 2015). Available from, as of June 30, 2015: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=665d7e74-036c-5f68-5b67-ab84b9b49151

    Exhalation of CO2 is the primary route of elimination, accounting for approximately 60% of the Tecfidera dose. Renal and fecal elimination are minor routes of elimination, accounting for 16% and 1% of the dose respectively. Trace amounts of unchanged monomethyl fumarate (MMF) were present in urine.

    NIH; DailyMed. Current Medication Information for Tecfidera (Dimethyl Fumarate) Capsule (Updated: April 2015). Available from, as of June 30, 2015: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=665d7e74-036c-5f68-5b67-ab84b9b49151

    The apparent volume of distribution of monomethyl fumarate (MMF) varies between 53 and 73 L in healthy subjects. Human plasma protein binding of MMF is 27-45% and independent of concentration. /Monomethyl fumarate, active metabolite/

    NIH; DailyMed. Current Medication Information for Tecfidera (Dimethyl Fumarate) Capsule (Updated: April 2015). Available from, as of June 30, 2015: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=665d7e74-036c-5f68-5b67-ab84b9b49151

    5.5 Metabolism/Metabolites

    Dimethly fumarate is hydrozlied to its metabolite MMF in the GIT, tissues, and blood by esterases. MMF then undergoes subsequent metabolism in the tricarboxylic acid (TCA) cycle. Altogether the main metabolites formed are MMF, glucose, citric acid, and fumaric.

    In humans, Tecfidera is extensively metabolized by esterases, which are ubiquitous in the gastrointestinal tract, blood and tissues, before it reaches the systemic circulation. Further metabolism occurs through the tricarboxylic acid (TCA) cycle, with no involvement of the cytochrome P450 (CYP) system. A single 240 mg (14)C-dimethyl fumarate dose study identified monomethyl fumarate, fumaric and citric acid, and glucose as the major metabolites in plasma. The downstream metabolism of fumaric and citric acid occurs through the TCA cycle, with exhalation of CO2 serving as a primary route of elimination. Less than 0.1% of the dose is excreted as unchanged dimethyl fumarate in urine.

    Health Canada; Product Monograph for Tecfidera (Dimethyl Fumarate) Delayed-release Capsules, Drug Identification Number (DIN): 02404508 p.18 (Date of Revision: January 29, 2015). Available from, as of June 30, 2015: https://webprod5.hc-sc.gc.ca/dpd-bdpp/start-debuter.do?lang=eng

    In humans, dimethyl fumarate is extensively metabolized by esterases, which are ubiquitous in the gastrointestinal tract, blood, and tissues, before it reaches the systemic circulation. Further metabolism of monomethyl fumarate (MMF) occurs through the tricarboxylic acid (TCA) cycle, with no involvement of the cytochrome P450 (CYP) system. MMF, fumaric and citric acid, and glucose are the major metabolites in plasma.

    NIH; DailyMed. Current Medication Information for Tecfidera (Dimethyl Fumarate) Capsule (Updated: April 2015). Available from, as of June 30, 2015: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=665d7e74-036c-5f68-5b67-ab84b9b49151

    5.6 Biological Half-Life

    MMF has a short half life of about 1 hour, and MMF does not accumulate after repeated doses of dimethyl fumarate.

    The terminal half-life of monomethyl fumarate (MMF) is approximately 1 hour and no circulating MMF is present at 24 hours in the majority of individuals. /Monomethyl fumarate, active metabolite/

    NIH; DailyMed. Current Medication Information for Tecfidera (Dimethyl Fumarate) Capsule (Updated: April 2015). Available from, as of June 30, 2015: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=665d7e74-036c-5f68-5b67-ab84b9b49151

    5.7 Mechanism of Action

    The mechanism of action of dimethyl fumarate in multiple sclerosis is not well understood. It is thought to involve dimethyl fumarate degradation to its active metabolite monomethyl fumarate (MMF). MMF up-regulates the Nuclear factor (erythroid-derived 2)-like 2 (Nrf2) pathway that is activated in response to oxidative stress. As well MMF is an agonist at the nicotinic acid receptor, but the relevance of this is not known.

    Dimethyl fumarate (DMF) is a fumaric acid ester that is used to treat psoriasis and multiple sclerosis. Recently, DMF was found to exhibit anti-tumor effects. However, the molecular mechanisms underlying these effects have not been elucidated. In this study, we investigated the mechanism of DMF-induced apoptosis in different human hematopoietic tumor cell lines. We found that DMF induced apoptosis in different human hematopoietic tumor cell lines but it did not affect the normal human B lymphocyte cell line RPMI 1788. We also observed a concurrent increase in caspase-3 activity and in the number of Annexin-V-positive cells. Furthermore, an examination of the survival signals, which are activated by apoptotic stimuli, revealed that DMF significantly inhibited nuclear factor-kB (NF-kB) p65 nuclear translocation. In addition, DMF suppressed B-cell lymphoma extra-large (Bcl-xL) and X-linked inhibitor of apoptosis (XIAP) expression whereas Bcl-2, survivin, Bcl-2-associated X protein (Bax), and Bim levels did not change. These results indicated that DMF induced apoptosis by suppressing NF-kB activation, and Bcl-xL and XIAP expression. These findings suggested that DMF might have potential as an anticancer agent that could be used in combination therapy with other anticancer drugs for the treatment of human hematopoietic tumors.

    PMID:25443417 Tsubaki M et al; Biomed Pharmacother 68 (8): 999-1005 (2014)

    Oxidative stress plays a crucial role in many neurodegenerative conditions such as Alzheimer's disease, amyotrophic lateral sclerosis and Parkinson's as well as Huntington's disease. Inflammation and oxidative stress are also thought to promote tissue damage in multiple sclerosis (MS). Recent data point at an important role of anti-oxidative pathways for tissue protection in chronic-progressive MS, particularly involving the transcription factor nuclear factor (erythroid-derived 2)-related factor 2 (Nrf2). ... In vitro, application of dimethylfumarate (DMF) leads to stabilization of Nrf2, activation of Nrf2-dependent transcriptional activity and abundant synthesis of detoxifying proteins. Furthermore, application of FAE involves direct modification of the inhibitor of Nrf2, Kelch-like ECH-associated protein 1. On cellular levels, the application of FAE enhances neuronal survival and protects astrocytes against oxidative stress. Increased levels of Nrf2 are detected in the central nervous system of DMF treated mice suffering from experimental autoimmune encephalomyelitis (EAE), an animal model of MS. In EAE, DMF ameliorates the disease course and improves preservation of myelin, axons and neurons. Finally, Nrf2 is also up-regulated in the spinal cord of autopsy specimens from untreated patients with MS, probably as part of a naturally occurring anti-oxidative response. In summary, oxidative stress and anti-oxidative pathways are important players in MS pathophysiology and constitute a promising target for future MS therapies like FAE.

    PMID:23109883 Full text: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3472775 Lee DH et al; Int J Mol Sci 13 (9): 11783-803 (2012)

    Multiple sclerosis (MS) is the most common multifocal inflammatory demyelinating disease of the central nervous system (CNS). Due to the progressive neurodegenerative nature of MS, developing treatments that exhibit direct neuroprotective effects are needed. Tecfidera (BG-12) is an oral formulation of the fumaric acid esters (FAE), containing the active metabolite dimethyl fumarate (DMF). Although BG-12 showed remarkable efficacy in lowering relapse rates in clinical trials, its mechanism of action in MS is not yet well understood. In this study, we reported the potential neuroprotective effects of dimethyl fumarate (DMF) on mouse and rat neural stem/progenitor cells (NPCs) and neurons. We found that DMF increased the frequency of the multipotent neurospheres and the survival of NPCs following oxidative stress with hydrogen peroxide (H2O2) treatment. In addition, utilizing the reactive oxygen species (ROS) assay, we showed that DMF reduced ROS production induced by H2O2. DMF also decreased oxidative stress-induced apoptosis. Using motor neuron survival assay, DMF significantly promoted survival of motor neurons under oxidative stress. We further analyzed the expression of oxidative stress-induced genes in the NPC cultures and showed that DMF increased the expression of transcription factor nuclear factor-erythroid 2-related factor 2 (Nrf2) at both levels of RNA and protein. Furthermore, we demonstrated the involvement of Nrf2-ERK1/2 MAPK pathway in DMF-mediated neuroprotection. Finally, we utilized SuperArray gene screen technology to identify additional anti-oxidative stress genes (Gstp1, Sod2, Nqo1, Srxn1, Fth1). Our data suggests that analysis of anti-oxidative stress mechanisms may yield further insights into new targets for treatment of multiple sclerosis (MS).

    PMID:26090715 Full text: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4490529 Wang Q et al; Int J Mol Sci 16 (6): 13885-13907 (2015)

    The mechanism by which dimethyl fumarate (DMF) exerts its therapeutic effect in multiple sclerosis is unknown. DMF and the metabolite, monomethyl fumarate (MMF), have been shown to activate the Nuclear factor (erythroid-derived 2)-like 2 (Nrf2) pathway in vitro and in vivo in animals and humans. The Nrf2 pathway is involved in the cellular response to oxidative stress. MMF has been identified as a nicotinic acid receptor agonist in vitro.

    NIH; DailyMed. Current Medication Information for Tecfidera (Dimethyl Fumarate) Capsule (Updated: April 2015). Available from, as of June 30, 2015: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=665d7e74-036c-5f68-5b67-ab84b9b49151

    For more Mechanism of Action (Complete) data for DIMETHYL FUMARATE (14 total), please visit the HSDB record page.

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CHEMICALS","customerCountry":"TURKEY","quantity":"75.00","actualQuantity":"75","unit":"KGS","unitRateFc":"360","totalValueFC":"26388.6","currency":"USD","unitRateINR":29564.560000000001,"date":"14-Oct-2024","totalValueINR":"2217342","totalValueInUsd":"26388.6","indian_port":"Hyderabad Air","hs_no":"29171990","bill_no":"4783891","productDescription":"API","marketType":"LESS REGULATED MARKET","country":"TURKEY","selfForZScoreResived":"Pharma Grade","supplierPort":"Hyderabad Air","supplierAddress":"S-78, GROUND FLOOR,GREATER KAILASH, NEW DELHI,DELHI","customerAddress":""},{"dataSource":"API Export","activeIngredients":"","year":"2024","qtr":"Q4","strtotime":1733855400,"product":"DIMETHYL FUMARATE","address":"SECOND FLOOR, BLOCK-III,MY HOME HUB","city":"HYDERABAD, AP","supplier":"GRANULES INDIA LIMITED","supplierCountry":"INDIA","foreign_port":"AMMAN","customer":"HIKMA PHARMACEUTICALS","customerCountry":"JORDAN","quantity":"146.60","actualQuantity":"146.6","unit":"KGS","unitRateFc":"232","totalValueFC":"30612","currency":"USD","unitRateINR":17742.618008185538,"date":"11-Dec-2024","totalValueINR":"2601067.8","totalValueInUsd":"30612","indian_port":"Hyderabad Air","hs_no":"29420090","bill_no":"6353702","productDescription":"API","marketType":"LESS REGULATED MARKET","country":"JORDAN","selfForZScoreResived":"Pharma Grade","supplierPort":"Hyderabad Air","supplierAddress":"SECOND FLOOR, BLOCK-III,MY HOME HUB, HYDERABAD, AP","customerAddress":""},{"dataSource":"API Export","activeIngredients":"","year":"2024","qtr":"Q4","strtotime":1735583400,"product":"DIMETHYL FUMARATE","address":"SECOND FLOOR, BLOCK-III,MY HOME HUB","city":"HYDERABAD, AP","supplier":"GRANULES INDIA LIMITED","supplierCountry":"INDIA","foreign_port":"AMMAN","customer":"HIKMA PHARMACEUTICALS","customerCountry":"JORDAN","quantity":"189.51","actualQuantity":"189.51","unit":"KGS","unitRateFc":"208.3","totalValueFC":"39147.2","currency":"USD","unitRateINR":17552.087805392857,"date":"31-Dec-2024","totalValueINR":"3326296.16","totalValueInUsd":"39147.2","indian_port":"Hyderabad Air","hs_no":"29420090","bill_no":"6926719","productDescription":"API","marketType":"LESS REGULATED MARKET","country":"JORDAN","selfForZScoreResived":"Pharma Grade","supplierPort":"Hyderabad Air","supplierAddress":"SECOND FLOOR, BLOCK-III,MY HOME HUB, HYDERABAD, AP","customerAddress":""},{"dataSource":"API Export","activeIngredients":"","year":"2024","qtr":"Q4","strtotime":1735583400,"product":"DIMETHYL FUMARATE","address":"SECOND FLOOR, BLOCK-III,MY HOME HUB","city":"HYDERABAD, AP","supplier":"GRANULES INDIA LIMITED","supplierCountry":"INDIA","foreign_port":"ATHENS","customer":"PHARMATHEN SA","customerCountry":"GREECE","quantity":"506.40","actualQuantity":"506.4","unit":"KGS","unitRateFc":"186.3","totalValueFC":"93534.9","currency":"USD","unitRateINR":15694.239395734598,"date":"31-Dec-2024","totalValueINR":"7947562.83","totalValueInUsd":"93534.9","indian_port":"Hyderabad Air","hs_no":"29420090","bill_no":"6936859","productDescription":"API","marketType":"REGULATED MARKET","country":"GREECE","selfForZScoreResived":"Pharma Grade","supplierPort":"Hyderabad Air","supplierAddress":"SECOND FLOOR, BLOCK-III,MY HOME HUB, HYDERABAD, AP","customerAddress":""},{"dataSource":"API Import","activeIngredients":"","year":"2021","qtr":"Q1","strtotime":1614105000,"product":"A10402.30DIMETHYL FUMARATE, 99%","address":"GODREJ COLISEUM,101A-101-B,SOMAIYAHOSPITAL ROAD, OFF EASTERN EXPRESS","city":"HIGH WAY, SION(E) MUMBA,MAHARASHTRA","supplier":"THERMO FISHER SCIENTIFIC","supplierCountry":"UNITED KINGDOM","foreign_port":"","customer":"THERMO FISHER SCIENTIFIC","customerCountry":"INDIA","quantity":"0.75","actualQuantity":"0.75","unit":"KGS","unitRateFc":"138.2","totalValueFC":"147.8","currency":"GBP","unitRateINR":"14345.8","date":"24-Feb-2021","totalValueINR":"10759.37","totalValueInUsd":"147.8","indian_port":"HYDERABAD AIR","hs_no":"29171990","bill_no":"2891035","productDescription":"API","marketType":"REGULATED MARKET","country":"UNITED KINGDOM","selfForZScoreResived":"Pharma Grade","supplierPort":"","supplierAddress":"","customerAddress":"GODREJ COLISEUM,101A-101-B,SOMAIYAHOSPITAL ROAD, OFF EASTERN EXPRESS"},{"dataSource":"API Import","activeIngredients":"","year":"2021","qtr":"Q1","strtotime":1615919400,"product":"A10402.30DIMETHYL FUMARATE, 99%","address":"GODREJ COLISEUM,101A-101-B,SOMAIYAHOSPITAL ROAD, OFF EASTERN EXPRESS","city":"HIGH WAY, SION(E) MUMBA,MAHARASHTRA","supplier":"THERMO FISHER SCIENTIFIC","supplierCountry":"UNITED KINGDOM","foreign_port":"MANCHESTER","customer":"THERMO FISHER SCIENTIFIC","customerCountry":"INDIA","quantity":"0.25","actualQuantity":"0.25","unit":"KGS","unitRateFc":"138.2","totalValueFC":"49.7","currency":"GBP","unitRateINR":"14478.6","date":"17-Mar-2021","totalValueINR":"3619.65","totalValueInUsd":"49.7","indian_port":"HYDERABAD AIR","hs_no":"29171990","bill_no":"3176296","productDescription":"API","marketType":"REGULATED MARKET","country":"UNITED KINGDOM","selfForZScoreResived":"Pharma Grade","supplierPort":"MANCHESTER","supplierAddress":"","customerAddress":"GODREJ COLISEUM,101A-101-B,SOMAIYAHOSPITAL ROAD, OFF EASTERN EXPRESS"},{"dataSource":"API Import","activeIngredients":"","year":"2024","qtr":"Q2","strtotime":1713897000,"product":"(FOC) DIMETHYL FUMARATE USED IN SCLERA (RE-IMPORT OF REJECTED GOODS EXPVIDE SB NO:6611510 DT:31-12-2022)","address":"SECOND FLOOR, BLOCK-III,MY HOME HUB","city":"HYDERABAD, AP","supplier":"HIKMA PHARMACEUTICALS","supplierCountry":"INDIA","foreign_port":"AQABA (EL AKABA)","customer":"GRANULES INDIA LIMITED","customerCountry":"INDIA","quantity":"267.50","actualQuantity":"267.5","unit":"KGS","unitRateFc":"229","totalValueFC":"63589","currency":"USD","unitRateINR":"19851","date":"24-Apr-2024","totalValueINR":"5310147.51","totalValueInUsd":"63589","indian_port":"Hyderabad ICD","hs_no":"29420090","bill_no":"3179219","productDescription":"Re-Import","marketType":"REGULATED MARKET","country":"INDIA","selfForZScoreResived":"Pharma Grade","supplierPort":"AQABA (EL AKABA)","supplierAddress":"P.O.BOX:182400 AMMAN11118 JORDONSDNF JO","customerAddress":"SECOND FLOOR, BLOCK-III,MY HOME HUB"},{"dataSource":"API Import","activeIngredients":"","year":"2024","qtr":"Q2","strtotime":1713897000,"product":"(FOC) DIMETHYL FUMARATE USED IN SCLERA (RE-IMPORT OF REJECTED GOODS EXPVIDE SB NO:6611510 DT:31-12-2022)","address":"SECOND FLOOR, BLOCK-III,MY HOME HUB","city":"HYDERABAD, AP","supplier":"HIKMA PHARMACEUTICALS","supplierCountry":"INDIA","foreign_port":"AQABA (EL AKABA)","customer":"GRANULES INDIA LIMITED","customerCountry":"INDIA","quantity":"273.15","actualQuantity":"273.149","unit":"KGS","unitRateFc":"229","totalValueFC":"64931.9","currency":"USD","unitRateINR":"19851","date":"24-Apr-2024","totalValueINR":"5422286.69","totalValueInUsd":"64931.9","indian_port":"Hyderabad ICD","hs_no":"29420090","bill_no":"3179219","productDescription":"Re-Import","marketType":"REGULATED MARKET","country":"INDIA","selfForZScoreResived":"Pharma Grade","supplierPort":"AQABA (EL AKABA)","supplierAddress":"P.O.BOX:182400 AMMAN11118 JORDONSDNF JO","customerAddress":"SECOND FLOOR, BLOCK-III,MY HOME HUB"}]
    21-Jan-2021
    31-Dec-2024
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    ABOUT THIS PAGE

    Dimethyl Fumarate Manufacturers

    A Dimethyl Fumarate manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Dimethyl Fumarate, including repackagers and relabelers. The FDA regulates Dimethyl Fumarate manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Dimethyl Fumarate API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

    click here to find a list of Dimethyl Fumarate manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

    Dimethyl Fumarate Suppliers

    A Dimethyl Fumarate supplier is an individual or a company that provides Dimethyl Fumarate active pharmaceutical ingredient (API) or Dimethyl Fumarate finished formulations upon request. The Dimethyl Fumarate suppliers may include Dimethyl Fumarate API manufacturers, exporters, distributors and traders.

    click here to find a list of Dimethyl Fumarate suppliers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PharmaCompass.

    Dimethyl Fumarate USDMF

    A Dimethyl Fumarate DMF (Drug Master File) is a document detailing the whole manufacturing process of Dimethyl Fumarate active pharmaceutical ingredient (API) in detail. Different forms of Dimethyl Fumarate DMFs exist exist since differing nations have different regulations, such as Dimethyl Fumarate USDMF, ASMF (EDMF), JDMF, CDMF, etc.

    A Dimethyl Fumarate DMF submitted to regulatory agencies in the US is known as a USDMF. Dimethyl Fumarate USDMF includes data on Dimethyl Fumarate's chemical properties, information on the facilities and procedures used, and details about packaging and storage. The Dimethyl Fumarate USDMF is kept confidential to protect the manufacturer’s intellectual property.

    click here to find a list of Dimethyl Fumarate suppliers with USDMF on PharmaCompass.

    Dimethyl Fumarate KDMF

    In Korea, the Ministry of Food and Drug Safety (MFDS) is in charge of regulating pharmaceutical products and services.

    Pharmaceutical companies submit a Dimethyl Fumarate Drug Master File in Korea (Dimethyl Fumarate KDMF) to the MFDS, which includes comprehensive information about the production, processing, facilities, materials, packaging, and testing of Dimethyl Fumarate. The MFDS reviews the Dimethyl Fumarate KDMF as part of the drug registration process and uses the information provided in the Dimethyl Fumarate KDMF to evaluate the safety and efficacy of the drug.

    After submitting a Dimethyl Fumarate KDMF to the MFDS, the registered manufacturer can provide importers or distributors with the registration number without revealing confidential information to Korean business partners. Applicants seeking to register their Dimethyl Fumarate API can apply through the Korea Drug Master File (KDMF).

    click here to find a list of Dimethyl Fumarate suppliers with KDMF on PharmaCompass.

    Dimethyl Fumarate WC

    A Dimethyl Fumarate written confirmation (Dimethyl Fumarate WC) is an official document issued by a regulatory agency to a Dimethyl Fumarate manufacturer, verifying that the manufacturing facility of a Dimethyl Fumarate active pharmaceutical ingredient (API) adheres to the Good Manufacturing Practices (GMP) regulations of the importing country. When exporting Dimethyl Fumarate APIs or Dimethyl Fumarate finished pharmaceutical products to another nation, regulatory agencies frequently require a Dimethyl Fumarate WC (written confirmation) as part of the regulatory process.

    click here to find a list of Dimethyl Fumarate suppliers with Written Confirmation (WC) on PharmaCompass.

    Dimethyl Fumarate NDC

    National Drug Code is a comprehensive database maintained by the FDA that contains information on all drugs marketed in the US. This directory includes information about finished drug products, unfinished drug products, and compounded drug products, including those containing Dimethyl Fumarate as an active pharmaceutical ingredient (API).

    Finished drug products

    The FDA updates the NDC directory daily. The NDC numbers for Dimethyl Fumarate API and other APIs are published in this directory by the FDA.

    Unfinished drugs

    The NDC unfinished drugs database includes product listing information submitted for all unfinished drugs, such as active pharmaceutical ingredients (APIs), drugs intended for further processing and bulk drug substances for compounding.

    Pharmaceutical companies that manufacture Dimethyl Fumarate as an active pharmaceutical ingredient (API) must furnish the FDA with an updated record of all drugs that they produce, prepare, propagate, compound, or process for commercial distribution in the US at their facilities.

    Compounded drug products

    The NDC directory also contains data on finished compounded human drug products that contain Dimethyl Fumarate and are produced by outsourcing facilities. While these outsourcing facilities are not mandated to assign a Dimethyl Fumarate NDC to their finished compounded human drug products, they may choose to do so.

    click here to find a list of Dimethyl Fumarate suppliers with NDC on PharmaCompass.

    Dimethyl Fumarate GMP

    Dimethyl Fumarate Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

    GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

    PharmaCompass offers a list of Dimethyl Fumarate GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, API price, and more, enabling you to easily find the right Dimethyl Fumarate GMP manufacturer or Dimethyl Fumarate GMP API supplier for your needs.

    Dimethyl Fumarate CoA

    A Dimethyl Fumarate CoA (Certificate of Analysis) is a formal document that attests to Dimethyl Fumarate's compliance with Dimethyl Fumarate specifications and serves as a tool for batch-level quality control.

    Dimethyl Fumarate CoA mostly includes findings from lab analyses of a specific batch. For each Dimethyl Fumarate CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

    Dimethyl Fumarate may be tested according to a variety of international standards, such as European Pharmacopoeia (Dimethyl Fumarate EP), Dimethyl Fumarate JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Dimethyl Fumarate USP).

    Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
    For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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