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Chemistry

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Also known as: 3286-46-2, Bisibuthiamine, Sulbutiamine [inn], Vitaberin, Thiamine disulfide o,o-diisobutyrate, 42ncm1bw43
Molecular Formula
C32H46N8O6S2
Molecular Weight
702.9  g/mol
InChI Key
CKHJPWQVLKHBIH-GPAWKIAZSA-N
FDA UNII
42NCM1BW43

Sulbutiamine
Sulbutiamine is a synthetic derivative of thiamine (vitamin B1) under the market name Arcalion that is composed of two modified thiamine molecules to form a dimer. It is highly lipophilic, allowing it to cross the blood-brain barrier more easily than other thiamine derivatives. Although its clinical efficacy is not yet defined, sulbutiamine is used to treat asthenia. While its other uses include improvement of erectile dysfunction and reduction of psycho-behavioural inhibition, sulbutiamine showed evidence of modulatory effect on dopaminergic and glutamatergic cortical transmissions. The chronic administration of the drug has demonstrated to improve long term memory formation in mice.
1 2D Structure

Sulbutiamine

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
[(E)-4-[(4-amino-2-methylpyrimidin-5-yl)methyl-formylamino]-3-[[(E)-2-[(4-amino-2-methylpyrimidin-5-yl)methyl-formylamino]-5-(2-methylpropanoyloxy)pent-2-en-3-yl]disulfanyl]pent-3-enyl] 2-methylpropanoate
2.1.2 InChI
InChI=1S/C32H46N8O6S2/c1-19(2)31(43)45-11-9-27(21(5)39(17-41)15-25-13-35-23(7)37-29(25)33)47-48-28(10-12-46-32(44)20(3)4)22(6)40(18-42)16-26-14-36-24(8)38-30(26)34/h13-14,17-20H,9-12,15-16H2,1-8H3,(H2,33,35,37)(H2,34,36,38)/b27-21+,28-22+
2.1.3 InChI Key
CKHJPWQVLKHBIH-GPAWKIAZSA-N
2.1.4 Canonical SMILES
CC1=NC=C(C(=N1)N)CN(C=O)C(=C(CCOC(=O)C(C)C)SSC(=C(C)N(CC2=CN=C(N=C2N)C)C=O)CCOC(=O)C(C)C)C
2.1.5 Isomeric SMILES
CC1=NC=C(C(=N1)N)CN(/C(=C(/SS/C(=C(/N(C=O)CC2=CN=C(N=C2N)C)\C)/CCOC(=O)C(C)C)\CCOC(=O)C(C)C)/C)C=O
2.2 Other Identifiers
2.2.1 UNII
42NCM1BW43
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 2-isobutyrylthiamine Disulfide

2. Arcalion

3. Bis(2-(isobutyryloxy)ethyl-1-n-((4-amino-2-methylpyrimidin-5-yl)methyl)formamido-2-propene-1-yl)disulfide

4. Enerion

5. S 5007

6. Sulbuthiamine

7. Sulbutiamin

8. Surmenalit

2.3.2 Depositor-Supplied Synonyms

1. 3286-46-2

2. Bisibuthiamine

3. Sulbutiamine [inn]

4. Vitaberin

5. Thiamine Disulfide O,o-diisobutyrate

6. 42ncm1bw43

7. Chebi:31290

8. O-isobutyroylthiamine Disulfide

9. Propanoic Acid, 2-methyl-,dithiobis[3-[1-[[(4-amino-2-methyl-5-pyrimidinyl)methyl]formylamino]ethylidene]-3,1-propanediyl] Ester

10. Bisibutiamin

11. Arcalion

12. Youvitan

13. N,n'-(dithiobis(2-(2-hydroxyethyl)-1-methylvinylene))bis(n-((4-amino-2-methyl-5-pyrimidinyl)methyl)formamide) Diisobutyrate (ester)

14. Sulbutiamina

15. Sulbutiaminum

16. Sulbutiaminum [inn-latin]

17. Sulbutiamina [inn-spanish]

18. (3e,3'e)-disulfanediylbis(4-(n-((4-amino-2-methylpyrimidin-5-yl)methyl)formamido)pent-3-ene-3,1-diyl) Bis(2-methylpropanoate)

19. Propanoic Acid, 2-methyl-, Dithiobis(3-(1-(((4-amino-2-methyl-5-pyrimidinyl)methyl)formylamino)ethylidene)-3,1-propanediyl) Ester

20. Bisibuthiamine [jan]

21. O,o'-diisobutyrylthiamine Disulfide

22. Einecs 221-937-3

23. Brn 0741531

24. Unii-42ncm1bw43

25. Propanoic Acid, 2-methyl-, Dithiobis[3-[1-[[(4-amino-2-methyl-5-pyrimidinyl)methyl]formylamino]ethylidene]-3,1-propanediyl] Ester

26. Sulbutiamine [vandf]

27. Sulbutiamine [mart.]

28. 5-25-12-00169 (beilstein Handbook Reference)

29. Bis(1-(2-isobutyryloxyethyl)-2-(n-((4-amino-2-methyl-5-pyrimidinyl)methyl)formamido)-1-propenyl)disulfid

30. Bis(1-(4-amino-2-methyl-5-pyrimidinyl)-2-formyl-3,9-dimethyl-8-oxo-2-aza-7-oxa-3-decen-4-yl)disulfid

31. Sulbutiamine [who-dd]

32. Schembl1651347

33. Chembl1874002

34. Schembl20561698

35. Zinc72135087

36. Akos015994746

37. Db13416

38. Ks-1287

39. [(e)-4-[(4-amino-2-methyl-pyrimidin-5-yl)methyl-formyl-amino]-3-[[(e)-2-[(4-amino-2-methyl-pyrimidin-5-yl)methyl-formyl-amino]-1-[2-(2-methylpropanoyloxy)ethyl]prop-1-enyl]disulfanyl]pent-3-enyl] 2-methylpropanoate

40. Formamide, N,n'-(dithiobis(2-(2-hydroxyethyl)-1-methylvinylene))bis(n-((4-amino-2-methyl-5-pyrimidinyl)methyl)-, Diisobutyrate (ester)

41. 286s462

42. Sr-01000945276

43. Thiamine Disulfide O,o-diisobutyrate [mi]

44. Q2581447

45. Sr-01000945276-1

46. F0001-2410

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 702.9 g/mol
Molecular Formula C32H46N8O6S2
XLogP32.7
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count14
Rotatable Bond Count19
Exact Mass702.29817356 g/mol
Monoisotopic Mass702.29817356 g/mol
Topological Polar Surface Area247 Ų
Heavy Atom Count48
Formal Charge0
Complexity1050
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count2
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 ATC Code

A - Alimentary tract and metabolism

A11 - Vitamins

A11D - Vitamin b1, plain and in combination with vitamin b6 and b12

A11DA - Vitamin b1, plain

A11DA02 - Sulbutiamine


API Reference Price

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09-Jun-2021
05-Nov-2024
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ABOUT THIS PAGE

Sulbutiamine Manufacturers

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

Sulbutiamine Suppliers

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

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

Sulbutiamine JDMF

The Pharmaceuticals and Medical Devices Agency (PMDA) established the Japan Drug Master File (JDMF), also known as the Master File (MF), to permit Japanese and foreign manufacturers of drug substances, intermediates, excipients, raw materials, and packaging materials (‘Products’) to voluntarily register confidential information about the production and management of their products in Japan.

The Sulbutiamine Drug Master File in Japan (Sulbutiamine JDMF) empowers Sulbutiamine API manufacturers to present comprehensive information (e.g., production methods, data, etc.) to the review authority, i.e., PMDA (Pharmaceuticals & Medical Devices Agency).

PMDA reviews the Sulbutiamine JDMF during the approval evaluation for pharmaceutical products. At the time of Sulbutiamine JDMF registration, PMDA checks if the format is accurate, if the necessary items have been included (application), and if data has been attached.

click here to find a list of Sulbutiamine suppliers with JDMF on PharmaCompass.

Sulbutiamine GMP

Sulbutiamine 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 Sulbutiamine 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 Sulbutiamine GMP manufacturer or Sulbutiamine GMP API supplier for your needs.

Sulbutiamine CoA

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

Sulbutiamine CoA mostly includes findings from lab analyses of a specific batch. For each Sulbutiamine 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.

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