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    Chemistry

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    Also known as: Pethidine hydrochloride, 50-13-5, Dolantin, Dolargan, Dolcontral, Dolosal
    Molecular Formula
    C15H22ClNO2
    Molecular Weight
    283.79  g/mol
    InChI Key
    WCNLCIJMFAJCPX-UHFFFAOYSA-N
    FDA UNII
    N8E7F7Q170
    Pethidine Hydrochloride
    A narcotic analgesic that can be used for the relief of most types of moderate to severe pain, including postoperative pain and the pain of labor. Prolonged use may lead to dependence of the morphine type; withdrawal symptoms appear more rapidly than with morphine and are of shorter duration.
    1 2D Structure

    Pethidine Hydrochloride

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    ethyl 1-methyl-4-phenylpiperidine-4-carboxylate;hydrochloride
    2.1.2 InChI
    InChI=1S/C15H21NO2.ClH/c1-3-18-14(17)15(9-11-16(2)12-10-15)13-7-5-4-6-8-13;/h4-8H,3,9-12H2,1-2H3;1H
    2.1.3 InChI Key
    WCNLCIJMFAJCPX-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CCOC(=O)C1(CCN(CC1)C)C2=CC=CC=C2.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    N8E7F7Q170
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Demerol

    2. Dolantin

    3. Dolargan

    4. Dolcontral

    5. Dolin

    6. Dolosal

    7. Dolsin

    8. Isonipecain

    9. Lidol

    10. Lydol

    11. Meperidine

    12. Operidine Epj I

    13. Operidine Epj-i

    14. Pethidine

    2.3.2 Depositor-Supplied Synonyms

    1. Pethidine Hydrochloride

    2. 50-13-5

    3. Dolantin

    4. Dolargan

    5. Dolcontral

    6. Dolosal

    7. Dolin

    8. Lidol

    9. Chlorbycyclen

    10. Antiduol

    11. Centralgin

    12. Dispadol

    13. Dolantal

    14. Dolestine

    15. Dolaren

    16. Petidin

    17. Algil

    18. Meperidine Hcl

    19. Doloneurine

    20. Antidurol

    21. Dolenal

    22. Dolenol

    23. Mepadin

    24. Operidine

    25. Petantin

    26. Piridosal

    27. Demerol Hydrochloride

    28. Pethidine Chloride

    29. Chlorbicyclene

    30. Dolopethin

    31. Mephedine

    32. Pantalgine

    33. Sauteralgyl

    34. Spasmedal

    35. Spasmodolin

    36. Synelaudine

    37. Endolat

    38. Petantin Hydrochloride

    39. Alodan (gerot)

    40. Isonipecaine Hydrochloride

    41. Meperitab

    42. Lydol

    43. Ethyl 1-methyl-4-phenylpiperidine-4-carboxylate Hydrochloride

    44. Nih 10522

    45. Wy 554

    46. Ethyl 1-methyl-4-phenylisonipecotate Hydrochloride

    47. Ethyl-1-methyl-4-phenylisonipecotate Hydrochloride

    48. 1-methyl-4-carbethoxy-4-phenylpiperidine Hydrochloride

    49. N-methyl-4-phenyl-4-carbethoxypiperidine Hydrochloride

    50. 1-methyl-4-phenyl-4-carboethoxypiperidine Hydrochloride

    51. 4-piperidinecarboxylic Acid, 1-methyl-4-phenyl-, Ethyl Ester, Hydrochloride

    52. S 140

    53. 1-methyl-4-phenylisonipecotic Acid Ethyl Ester Hydrochloride

    54. Ethyl 1-methyl-4-phenylpiperidine-4-carboxylate;hydrochloride

    55. Ethyl 1-methyl-4-phenylpiperidyl-4-carboxylate Hydrochloride

    56. Nsc-400479

    57. Meperidine Hydrochloride Cii

    58. Pethidine Hydrochloride [jan]

    59. Mefedina

    60. N8e7f7q170

    61. Meperidina

    62. Mepridine

    63. 50-13-5 (hcl)

    64. Dolsin

    65. Chlorbicyclene [french]

    66. (+-)-pethidine Hydrochloride

    67. Einecs 200-013-3

    68. Nsc 400479

    69. Clopedin

    70. Dolantina

    71. Dolantol

    72. Doloblok

    73. Meperdol

    74. Meperidin

    75. Opystan

    76. Petholan

    77. Petisel

    78. Cluyer

    79. Unii-n8e7f7q170

    80. G-pethidine

    81. Pethidine Hcl

    82. Petidin Dak

    83. 55989-09-8

    84. Demerol (tn)

    85. Meperidine Hydrochloride [usan:usp]

    86. Dolantin Hydrochloride

    87. Pethidini Hydrochloridum

    88. Ethyl 1-methyl-4-phenylpiperidine-4-carboxylate,hydrochloride

    89. Meperidine Hydrochloride Preservative Free

    90. Chembl1701

    91. Schembl41046

    92. Meperidine Hydrochloride (usp)

    93. Pethidine Hydrochloride (jp17)

    94. Chebi:31984

    95. Dtxsid30950620

    96. Ethyl 1-methyl-4-phenyl-4-piperidinecarboxylate Hydrochloride (1: 1)

    97. Isonipecotic Acid, 1-methyl-4-phenyl-, Ethyl Ester, Hydrochloride

    98. Meperidine Hydrochloride [mi]

    99. Nsc400479

    100. Wln: T6ntj A1 Dvo2 Dr &gh

    101. Meperidine Hydrochloride [usan]

    102. Pethidine Hydrochloride [mart.]

    103. Meperidine Hydrochloride [vandf]

    104. Pethidine Hydrochloride [who-dd]

    105. Pethidine Hydrochloride [who-ip]

    106. Db-051733

    107. Ft-0603214

    108. Isonipecotic Acid, Ethyl Ester, Hydrochloride

    109. Meperidine Hydrochloride Cii [usp-rs]

    110. Pethidine Hydrochloride [ep Impurity]

    111. Meperidine Hydrochloride [orange Book]

    112. Pethidine Hydrochloride [ep Monograph]

    113. D01383

    114. Meperidine Hydrochloride [usp Monograph]

    115. Pethidini Hydrochloridum [who-ip Latin]

    116. Mepergan Component Meperidine Hydrochloride

    117. Pethidine Hydrochloride (meperidine Hydrochloride)

    118. Meperidine Hydrochloride Component Of Mepergan

    119. Q27284706

    120. 4-piperidinecarboxylic Acid, Ethyl Ester, Hydrochloride

    121. 4-(ethoxycarbonyl)-1-methyl-4-phenylpiperidinium Chloride

    122. Piperidine, N-methyl-4-phenyl-4-carbethoxy-, Hydrochloride

    123. 1-methyl-4-phenyl-piperidine-4-carboxylic Acid Ethyl Ester Hydrochloride

    124. Dolvanolendolatethyl 1-methyl-4-phenylpiperidine-4-carboxylate Hydrochloride

    125. 1-methyl-4-phenyl-4-piperidinecarboxylic Acid Ethyl Ester Hydrochloride (1:1)

    126. Meperidine Hydrochloride, United States Pharmacopeia (usp) Reference Standard

    2.4 Create Date
    2005-03-27
    3 Chemical and Physical Properties
    Molecular Weight 283.79 g/mol
    Molecular Formula C15H22ClNO2
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count3
    Rotatable Bond Count4
    Exact Mass283.1339066 g/mol
    Monoisotopic Mass283.1339066 g/mol
    Topological Polar Surface Area29.5 Ų
    Heavy Atom Count19
    Formal Charge0
    Complexity276
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 4  
    Drug NameMeperidine hydrochloride
    Drug LabelMeperidine hydrochloride is a white crystalline substance with a melting point of 186 C to 189 C. It is readily soluble in water and has a neutral reaction and a slightly bitter taste. The solution is not decomposed by a short period of boiling.T...
    Active IngredientMeperidine hydrochloride
    Dosage FormTablet; Syrup; Injectable
    RouteInjection; Oral
    Strength75mg/ml; 150mg; 50mg/5ml; 75mg; 50mg/ml; 25mg/ml; 100mg; 100mg/ml; 50mg
    Market StatusPrescription
    CompanyVintage Pharms; Epic Pharma; Sun Pharm Inds; Mallinckrodt; Roxane; Hikma Maple; Mikart; Barr

    2 of 4  
    Drug NameMeperidine hydrochloride preservative free
    Active IngredientMeperidine hydrochloride
    Dosage FormInjectable
    RouteInjection
    Strength10mg/ml
    Market StatusPrescription
    CompanyHospira; Hikma Maple

    3 of 4  
    Drug NameMeperidine hydrochloride
    Drug LabelMeperidine hydrochloride is a white crystalline substance with a melting point of 186 C to 189 C. It is readily soluble in water and has a neutral reaction and a slightly bitter taste. The solution is not decomposed by a short period of boiling.T...
    Active IngredientMeperidine hydrochloride
    Dosage FormTablet; Syrup; Injectable
    RouteInjection; Oral
    Strength75mg/ml; 150mg; 50mg/5ml; 75mg; 50mg/ml; 25mg/ml; 100mg; 100mg/ml; 50mg
    Market StatusPrescription
    CompanyVintage Pharms; Epic Pharma; Sun Pharm Inds; Mallinckrodt; Roxane; Hikma Maple; Mikart; Barr

    4 of 4  
    Drug NameMeperidine hydrochloride preservative free
    Active IngredientMeperidine hydrochloride
    Dosage FormInjectable
    RouteInjection
    Strength10mg/ml
    Market StatusPrescription
    CompanyHospira; Hikma Maple

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Adjuvants, Anesthesia

    Agents that are administered in association with anesthetics to increase effectiveness, improve delivery, or decrease required dosage. (See all compounds classified as Adjuvants, Anesthesia.)

    Analgesics, Opioid

    Compounds with activity like OPIATE ALKALOIDS, acting at OPIOID RECEPTORS. Properties include induction of ANALGESIA or NARCOSIS. (See all compounds classified as Analgesics, Opioid.)

    Narcotics

    Agents that induce NARCOSIS. Narcotics include agents that cause somnolence or induced sleep (STUPOR); natural or synthetic derivatives of OPIUM or MORPHINE or any substance that has such effects. They are potent inducers of ANALGESIA and OPIOID-RELATED DISORDERS. (See all compounds classified as Narcotics.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Opioid Agonist [EPC]; Full Opioid Agonists [MoA]

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    DOSAGE - INJECTABLE;INJECTION - 100MG/ML

    USFDA APPLICATION NUMBER - 21171

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    DOSAGE - INJECTABLE;INJECTION - 25MG/ML

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    DOSAGE - TABLET;ORAL - 100MG

    USFDA APPLICATION NUMBER - 5010

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    DOSAGE - TABLET;ORAL - 50MG **Federal Registe...DOSAGE - TABLET;ORAL - 50MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

    USFDA APPLICATION NUMBER - 5010

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