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9 API Suppliers, 5 USDMF, 3 CEP/COS, 1 Listed Suppliers

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32 FDF Dossiers, 32 FDA Orange Book

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Synopsis

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Chemistry

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Also known as: Dextropropoxyphene hydrochloride, Algaphan, Deprancol, Darvon, Propoxyphene hcl, Dolene

Molecular Formula

C₂₂H₃₀ClNO₂

Molecular Weight

375.9 g/mol

InChI Key

QMQBBUPJKANITL-MYXGOWFTSA-N

FDA UNII

CB2TL9PS0T

A narcotic analgesic structurally related to METHADONE. Only the dextro-isomer has an analgesic effect; the levo-isomer appears to exert an antitussive effect.

1 2D Structure

Dextropropoxyphene HCl

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

[(2S,3R)-4-(dimethylamino)-3-methyl-1,2-diphenylbutan-2-yl] propanoate;hydrochloride

2.1.2 InChI

InChI=1S/C22H29NO2.ClH/c1-5-21(24)25-22(18(2)17-23(3)4,20-14-10-7-11-15-20)16-19-12-8-6-9-13-19;/h6-15,18H,5,16-17H2,1-4H3;1H/t18-,22+;/m1./s1

2.1.3 InChI Key

QMQBBUPJKANITL-MYXGOWFTSA-N

2.1.4 Canonical SMILES

CCC(=O)OC(CC1=CC=CC=C1)(C2=CC=CC=C2)C(C)CN(C)C.Cl

2.1.5 Isomeric SMILES

CCC(=O)O[C@](CC1=CC=CC=C1)(C2=CC=CC=C2)[C@H](C)CN(C)C.Cl

2.2 Other Identifiers

2.2.1 UNII

CB2TL9PS0T

2.3 Synonyms

2.3.1 MeSH Synonyms

1. D Propoxyphene

2. D-propoxyphene

3. Darvon

4. Dextropropoxyphene

5. Hydrochloride, Propoxyphene

6. Propoxyphene

7. Propoxyphene Hydrochloride, (r*,r*)-(+-)-isomer

8. Propoxyphene Hydrochloride, (r-(r*,r*))-isomer

9. Propoxyphene Hydrochloride, (r-(r*,s*))-isomer

10. Propoxyphene Hydrochloride, (s-(r*,r*))-isomer

11. Propoxyphene Maleate, (+)-isomer

12. Propoxyphene Phosphate, (s-(r*,s*))-isomer

13. Propoxyphene Sulfate, (s-(r*,s*))-isomer

2.3.2 Depositor-Supplied Synonyms

1. Dextropropoxyphene Hydrochloride

2. Algaphan

3. Deprancol

4. Darvon

5. Propoxyphene Hcl

6. Dolene

7. Kesso-gesic

8. 1639-60-7

9. Prophene 65

10. Harmar

11. Proxagesic

12. Femadol

13. Propoxyphene Hydrochloride [usan]

14. Cb2tl9ps0t

15. (+)-propoxyphene Hydrochloride

16. D-propoxyphene Monohydrochloride

17. Propoxyphene Hydrochloride Cii

18. Develin

19. (2s,3r)-(+)-4-(dimethylamino)-3-methyl-1,2-diphenyl-2-butanol Propionate (ester) Hydrochloride

20. Novopropoxyn

21. Abalgin

22. Anatalvic

23. Depronal

24. Dolotard

25. Doloxene

26. Doraphen

27. Erantin

28. Liberen

29. Prophene

30. Romidon

31. Zideron

32. Mardon

33. Paljin

34. Depronal Retard

35. Margesic Improved

36. Dextropropofixen Dak

37. 642 Tablets

38. (+)-1,2-diphenyl-2-propionoxy-3-methyl-4-dimethylaminobutane Hydrochloride

39. D-4-dimethylamino-3-methyl-1,2-diphenyl-2-butanol Propionate Hydrochloride

40. Propoxyphene Hydrochloride (usan)

41. Chebi:8498

42. Alpha-d-propoxyphene Hydrochloride

43. Sk-65 Apap

44. Einecs 216-683-5

45. Unii-cb2tl9ps0t

46. Propoxyphene Hydrochloride 65

47. [(2s,3r)-4-(dimethylamino)-3-methyl-1,2-diphenylbutan-2-yl] Propanoate;hydrochloride

48. Darvon (tn)

49. Propoxyphene Hydrochloride [usan:usp]

50. Darvon With A.s.a.

51. Ncgc00247706-01

52. Schembl9269

53. Dsstox_cid_28839

54. Dsstox_rid_83108

55. S-alpha-(2-(dimethylamino)-1-methylethyl)-alpha-phenylbenzeneethanol Propioate Hydrochloride

56. Dsstox_gsid_48913

57. Benzeneethanol, Alpha-(2-(dimethylamino)-1-methylethyl)-alpha-phenyl-, Propanoate (ester), Hydrochloride, (s-(r*,s*))-

58. Chembl1237104

59. Dtxsid6048913

60. Dextropropoxiphene Chloride

61. Tox21_112860

62. Propoxyphene Hydrochloride [mi]

63. (2s,3r)-(+)-4-(dimethylamino)-3-methyl-1,2-diphenyl-2-butanol Propionate Hydrochloride

64. Dextro Propoxyphene Hydrochloride

65. Dextropropoxyphene For System Suitability

66. 2-butanol, 4-(dimethylamino)-3-methyl-1,2-diphenyl-, Propionate (ester), Hydrochloride, (+)-

67. Benzeneethanol, Alpha-((1r)-2-(dimethylamino)-1-methylethyl)-alpha-phenyl-, Propanoate (ester), Hydrochloride, (alphas)-

68. Benzeneethanol, Alpha-(2-(dimethylamino)-1-methylethyl)-alpha-phenyl-, Propanoate (ester), Hydrochloride, (s-(theta,s))-

69. Propoxyphene Hydrochloride [vandf]

70. Cas-1639-60-7

71. D00482

72. Dextropropoxyphene Hydrochloride [mart.]

73. Propoxyphene Hydrochloride [orange Book]

74. Dextropropoxyphene Hydrochloride [who-dd]

75. Propoxyphene Hydrochloride [usp Impurity]

76. Wygesic Component Propoxyphene Hydrochloride

77. Darvocet Component Propoxyphene Hydrochloride

78. W-109688

79. Dextropropoxyphene Hydrochloride [ep Monograph]

80. Propoxyphene Hydrochloride Component Of Darvocet

81. Propoxyphene Hydrochloride Component Of Wygesic

82. Q27108093

83. Dolene Ap-65 Component Propoxyphene Hydrochloride

84. Darvon Compound Component Propoxyphene Hydrochloride

85. Propoxyphene Hydrochloride Component Of Dolene Ap-65

86. Propoxyphene Hydrochloride Component Of Darvon Compound

87. Benzeneethanol, .alpha.-(2-(dimethylamino)-1-methylethyl)-.alpha.-phenyl-, Propanoate (ester), Hydrochloride, (s-(r*,s*))-

88. Benzeneethanol, Alpha-((1r)-2-(dimethylamino)-1-methylethyl)-alpha-phenyl-, 1-propanoate, Hydrochloride (1:1), (alphas)-

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₂₂H₃₀ClNO₂
Molecular Weight	375.9 g/mol
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	9
Exact Mass	375.1965069 g/mol
Monoisotopic Mass	375.1965069 g/mol
Topological Polar Surface Area	29.5 Å²
Heavy Atom Count	26
Formal Charge	0
Complexity	397
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Drug and Medication Information

4.1 Drug Information

1 of 2
Drug Name	Propoxyphene hydrochloride
Drug Label	DESCRIPTIONPropoxyphene hydrochloride, USP is an odorless, white crystalline powder with a bitter taste. It is freely soluble in water. Chemically, it is (2S,3R)-(+)-4-(Dimethylamino)-3-methyl-1,2-diphenyl-2-butanol propionate (ester) hydrochloride,...
Active Ingredient	Propoxyphene hydrochloride
Dosage Form	Capsule
Route	Oral
Strength	32mg
Market Status	Prescription
Company	Pvt Form

2 of 2
Drug Name	Propoxyphene hydrochloride
Drug Label	DESCRIPTIONPropoxyphene hydrochloride, USP is an odorless, white crystalline powder with a bitter taste. It is freely soluble in water. Chemically, it is (2S,3R)-(+)-4-(Dimethylamino)-3-methyl-1,2-diphenyl-2-butanol propionate (ester) hydrochloride,...
Active Ingredient	Propoxyphene hydrochloride
Dosage Form	Capsule
Route	Oral
Strength	32mg
Market Status	Prescription
Company	Pvt Form

5 Pharmacology and Biochemistry

5.1 MeSH Pharmacological Classification

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.)

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