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Nalbuphine Hydrochloride

Synopsis

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Also known as: Nubain, Nalbuphine hcl, 23277-43-2, Nalbuphine hydrochloride [usan], En-2234a, Nalbufine hydrochloride

Molecular Formula

C₂₁H₂₈ClNO₄

Molecular Weight

393.9 g/mol

InChI Key

YZLZPSJXMWGIFH-BCXQGASESA-N

FDA UNII

ZU4275277R

A narcotic used as a pain medication. It appears to be an agonist at KAPPA RECEPTORS and an antagonist or partial agonist at MU RECEPTORS.

1 2D Structure

Nalbuphine Hydrochloride

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(4R,4aS,7S,7aR,12bS)-3-(cyclobutylmethyl)-1,2,4,5,6,7,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinoline-4a,7,9-triol;hydrochloride

2.1.2 InChI

InChI=1S/C21H27NO4.ClH/c23-14-5-4-13-10-16-21(25)7-6-15(24)19-20(21,17(13)18(14)26-19)8-9-22(16)11-12-2-1-3-12;/h4-5,12,15-16,19,23-25H,1-3,6-11H2;1H/t15-,16+,19-,20-,21+;/m0./s1

2.1.3 InChI Key

YZLZPSJXMWGIFH-BCXQGASESA-N

2.1.4 Canonical SMILES

C1CC(C1)CN2CCC34C5C(CCC3(C2CC6=C4C(=C(C=C6)O)O5)O)O.Cl

2.1.5 Isomeric SMILES

C1CC(C1)CN2CC[C@]34[C@@H]5[C@H](CC[C@]3([C@H]2CC6=C4C(=C(C=C6)O)O5)O)O.Cl

2.2 Other Identifiers

2.2.1 UNII

ZU4275277R

2.3 Synonyms

2.3.1 MeSH Synonyms

1. En 2234a

2. En-2234a

3. En2234a

4. Nalbuphine

5. Nalbuphine Serb

6. Nubain

2.3.2 Depositor-Supplied Synonyms

1. Nubain

2. Nalbuphine Hcl

3. 23277-43-2

4. Nalbuphine Hydrochloride [usan]

5. En-2234a

6. Nalbufine Hydrochloride

7. Nsc-757829

8. Zu4275277r

9. (4r,4as,7s,7ar,12bs)-3-(cyclobutylmethyl)-1,2,4,5,6,7,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinoline-4a,7,9-triol;hydrochloride

10. Nalbuphine Hydrochloride (usan)

11. Chebi:7455

12. Nalbufina Clorhidrato [spanish]

13. En 2234a

14. Einecs 245-549-9

15. Nalbuphinehydrochloride

16. Unii-zu4275277r

17. Prestwick_344

18. Nubain (tn)

19. 17-(cyclobutylmethyl)-4,5alpha-epoxymorphinan-3,6alpha,14-triol Hydrochloride

20. (5alpha,6alpha)-17-(cyclobutylmethyl)-4,5-epoxymorphinan-3,6,14-triol Hydrochloride

21. Morphinan-3,6,14-triol, 17-(cyclobutylmethyl)-4,5-epoxy-, Hydrochloride, (5-alpha,6-alpha)-

22. Schembl41123

23. Mls002154202

24. Chembl1201132

25. Dtxsid20177844

26. Hms1568g18

27. Nalbuphine Hydrochloride [mi]

28. Ccg-220118

29. Nsc 757829

30. Pw-4142

31. Morphinan-3,6,14-triol, 17-(cyclobutylmethyl)-4,5-epoxy-, Hydrochloride, (5alpha,6alpha)-

32. Morphinan-3,6-alpha,14-triol, 17-(cyclobutylmethyl)-4,5-alpha-epoxy-, Hydrochloride

33. Nalbuphine Hydrochloride [mart.]

34. Nalbuphine Hydrochloride [vandf]

35. Nalbuphine Hydrochloride [who-dd]

36. Bn161328

37. Smr001233488

38. Nalbuphine Hydrochloride [orange Book]

39. D00843

40. E98629

41. Q27107499

42. (-)-17-(cyclobutylmethyl)- 4,5a-epoxymorphinan- 3,6a,14-triol Hydrochloride

43. 17-(cyclobutylmethyl)-4,5.alpha.-epoxymorphinan-3,6.alpha.,14-triol Hydrochloride

44. Morphinan-3,6,14-triol, 17-(cyclobutylmethyl)-4,5-epoxy-, Hydrochloride, (5.alpha.,6.alpha.)-

45. Nalbuphine Hydrochloride Solution, 1.0 Mg/ml In Methanol (as Free Base), Ampule Of 1 Ml, Certified Reference Material

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₂₁H₂₈ClNO₄
Molecular Weight	393.9 g/mol
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	2
Exact Mass	393.1706861 g/mol
Monoisotopic Mass	393.1706861 g/mol
Topological Polar Surface Area	73.2 Å²
Heavy Atom Count	27
Formal Charge	0
Complexity	597
Isotope Atom Count	0
Defined Atom Stereocenter Count	5
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	Nalbuphine hydrochloride
Drug Label	AmpulFliptop VialProtect from light.Rx OnlyNalbuphine hydrochloride is a synthetic opioid agonist-antagonist analgesic of the phenanthrene series. It is chemically related to both the widely used opioid antagonist, naloxone, and the potent opioid ana...
Active Ingredient	Nalbuphine hydrochloride
Dosage Form	Injectable
Route	Injection
Strength	20mg/ml; 10mg/ml
Market Status	Prescription
Company	Hospira

2 of 2
Drug Name	Nalbuphine hydrochloride
Drug Label	AmpulFliptop VialProtect from light.Rx OnlyNalbuphine hydrochloride is a synthetic opioid agonist-antagonist analgesic of the phenanthrene series. It is chemically related to both the widely used opioid antagonist, naloxone, and the potent opioid ana...
Active Ingredient	Nalbuphine hydrochloride
Dosage Form	Injectable
Route	Injection
Strength	20mg/ml; 10mg/ml
Market Status	Prescription
Company	Hospira

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.)

5.2 FDA Pharmacological Classification

5.2.1 Pharmacological Classes

Opioid Agonist/Antagonist [EPC]; Partial Opioid Agonists [MoA]; Competitive Opioid Antagonists [MoA]

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