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2D Structure
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

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

2D Structure

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]