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Diphenoxylate Hydrochloride

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Also known as: Diphenoxylate hcl, 3810-80-8, Diphenoxylate hydrochloride cii, W24od7yw48, Diphenoxylate hydrochloride [usp], R-1132 (antiperistaltic)

Molecular Formula

C₃₀H₃₃ClN₂O₂

Molecular Weight

489.0 g/mol

InChI Key

SHTAFWKOISOCBI-UHFFFAOYSA-N

FDA UNII

W24OD7YW48

A MEPERIDINE congener used as an antidiarrheal, usually in combination with ATROPINE. At high doses, it acts like morphine. Its unesterified metabolite difenoxin has similar properties and is used similarly. It has little or no analgesic activity.

1 2D Structure

Diphenoxylate Hydrochloride

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

ethyl 1-(3-cyano-3,3-diphenylpropyl)-4-phenylpiperidine-4-carboxylate;hydrochloride

2.1.2 InChI

InChI=1S/C30H32N2O2.ClH/c1-2-34-28(33)29(25-12-6-3-7-13-25)18-21-32(22-19-29)23-20-30(24-31,26-14-8-4-9-15-26)27-16-10-5-11-17-27;/h3-17H,2,18-23H2,1H3;1H

2.1.3 InChI Key

SHTAFWKOISOCBI-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CCOC(=O)C1(CCN(CC1)CCC(C#N)(C2=CC=CC=C2)C3=CC=CC=C3)C4=CC=CC=C4.Cl

2.2 Other Identifiers

2.2.1 UNII

W24OD7YW48

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Diphenoxylate

2. Diphenoxylate Monohydrochloride

3. Hydrochloride, Diphenoxylate

4. Monohydrochloride, Diphenoxylate

2.3.2 Depositor-Supplied Synonyms

1. Diphenoxylate Hcl

2. 3810-80-8

3. Diphenoxylate Hydrochloride Cii

4. W24od7yw48

5. Diphenoxylate Hydrochloride [usp]

6. R-1132 (antiperistaltic)

7. Ethyl 1-(3-cyano-3,3-diphenylpropyl)-4-phenylisonipecotate Monohydrochloride

8. 1-(3-cyano-3,3-diphenylpropyl)-4-phenylisonipecotic Acid Ethyl Ester Hydrochloride

9. Dsstox_cid_27821

10. Dsstox_rid_82584

11. Ethyl 1-(3-cyano-3,3-diphenylpropyl)-4-phenylpiperidine-4-carboxylate;hydrochloride

12. Dsstox_gsid_47843

13. 4-piperidinecarboxylic Acid, 1-(3-cyano-3,3-diphenylpropyl)-4-phenyl-, Ethyl Ester, Monohydrochloride

14. Diphenoxylate Hydrochloride (usp)

15. Chebi:59784

16. Cas-3810-80-8

17. Ethyl 1-(3-cyano-3,3-diphenylpropyl)-4-phenylpiperidine-4-carboxylate Hydrochloride

18. Ncgc00167963-01

19. Ncgc00167963-02

20. R 1132 (antiperistaltic)

21. Unii-w24od7yw48

22. Einecs 223-287-6

23. Diphenoxylati Hydrochloridum

24. R 1132

25. Schembl42124

26. Mls001401383

27. Chembl1200665

28. Dtxsid3047843

29. Diphenoxylate For System Suitability

30. Tox21_112593

31. Tox21_112825

32. Akos027382491

33. Tox21_112593_1

34. Ccg-101002

35. Nc00252

36. Diphenoxylate Hydrochloride [mi]

37. Isonipecotic Acid, 1-(3-cyano-3,3-diphenylpropyl)-4-phenyl-, Ethyl Ester, Monohydrochloride

38. Ncgc00167963-03

39. Smr000469140

40. Diphenoxylate Hydrochloride [mart.]

41. Diphenoxylate Hydrochloride [vandf]

42. Diphenoxylate Hydrochloride [usp-rs]

43. Diphenoxylate Hydrochloride [who-dd]

44. Diphenoxylate Hydrochloride [who-ip]

45. D03860

46. Diphenoxylate Hydrochloride [orange Book]

47. Diphenoxylate Hydrochloride [ep Monograph]

48. Diphenoxylate Hydrochloride [usp Monograph]

49. Diphenoxylati Hydrochloridum [who-ip Latin]

50. Logen Component Diphenoxylate Hydrochloride

51. Lonox Component Diphenoxylate Hydrochloride

52. Colonaid Component Diphenoxylate Hydrochloride

53. Di-atro Component Diphenoxylate Hydrochloride

54. Lo-trol Component Diphenoxylate Hydrochloride

55. Lomanate Component Diphenoxylate Hydrochloride

56. Lomotil Component Diphenoxylate Hydrochloride

57. Q-201004

58. Diphenoxylate Hydrochloride Component Of Logen

59. Diphenoxylate Hydrochloride Component Of Lomotil

60. Diphenoxylate Hydrochloride Component Of Lonox

61. Low-quel Component Diphenoxylate Hydrochloride

62. Q27126896

63. Diphenoxylate Hydrochloride Component Of Colonaid

64. Diphenoxylate Hydrochloride Component Of Di-atro

65. Diphenoxylate Hydrochloride Component Of Lo-trol

66. Diphenoxylate Hydrochloride Component Of Lomanate

67. Diphenoxylate Hydrochloride Component Of Low-quel

68. 4-ethoxycarbonyl-alpha,alpha,4-triphenyl-1-piperidinebutyronitrile, Hydrochloride

69. Isonipecotic Acid, 1-(3-cyano-3,3-diphenylpropyl)-4-phenyl-, Ethyl Ester, Hydrochloride

70. Diphenoxylate Hydrochloride Solution, 1.0 Mg/ml In Acetonitrile (as Free Base), Ampule Of 1 Ml, Certified Reference Material

2.4 Create Date

2006-04-28

3 Chemical and Physical Properties

Molecular Formula	C₃₀H₃₃ClN₂O₂
Molecular Weight	489.0 g/mol
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	9
Exact Mass	488.2230560 g/mol
Monoisotopic Mass	488.2230560 g/mol
Topological Polar Surface Area	53.3 Å²
Heavy Atom Count	35
Formal Charge	0
Complexity	666
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Antidiarrheals

Miscellaneous agents found useful in the symptomatic treatment of diarrhea. They have no effect on the agent(s) that cause diarrhea, but merely alleviate the condition. (See all compounds classified as Antidiarrheals.)

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.)

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