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Chemistry

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Also known as: Nalorphine hcl, 57-29-4, 9fpe56z2tw, Nalorphine hydrochloride ciii, Nalorphine hydrochloride [usp], Dea no. 9400
Molecular Formula
C19H22ClNO3
Molecular Weight
347.8  g/mol
InChI Key
NAHATSPWSULUAA-ZQGPYOJVSA-N
FDA UNII
9FPE56Z2TW

Nalorphine Hydrochloride
A narcotic antagonist with some agonist properties. It is an antagonist at mu opioid receptors and an agonist at kappa opioid receptors. Given alone it produces a broad spectrum of unpleasant effects and it is considered to be clinically obsolete.
1 2D Structure

Nalorphine Hydrochloride

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(4R,4aR,7S,7aR,12bS)-3-prop-2-enyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7,9-diol;hydrochloride
2.1.2 InChI
InChI=1S/C19H21NO3.ClH/c1-2-8-20-9-7-19-12-4-6-15(22)18(19)23-17-14(21)5-3-11(16(17)19)10-13(12)20;/h2-6,12-13,15,18,21-22H,1,7-10H2;1H/t12-,13+,15-,18-,19-;/m0./s1
2.1.3 InChI Key
NAHATSPWSULUAA-ZQGPYOJVSA-N
2.1.4 Canonical SMILES
C=CCN1CCC23C4C1CC5=C2C(=C(C=C5)O)OC3C(C=C4)O.Cl
2.1.5 Isomeric SMILES
C=CCN1CC[C@]23[C@@H]4[C@H]1CC5=C2C(=C(C=C5)O)O[C@H]3[C@H](C=C4)O.Cl
2.2 Other Identifiers
2.2.1 UNII
9FPE56Z2TW
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Allylnormorphine

2. Hydrobromide, Nalorphine

3. Hydrochloride, Nalorphine

4. Lethidrone

5. Nalorphine

6. Nalorphine Hydrobromide

7. Nalorphine, (14 Alpha)-isomer

8. Nalorphine, L-tartrate (1:1)

2.3.2 Depositor-Supplied Synonyms

1. Nalorphine Hcl

2. 57-29-4

3. 9fpe56z2tw

4. Nalorphine Hydrochloride Ciii

5. Nalorphine Hydrochloride [usp]

6. Dea No. 9400

7. Miromorfalil

8. (4r,4ar,7s,7ar,12bs)-3-prop-2-enyl-2,4,4a,7,7a,13-hexahydro-1h-4,12-methanobenzofuro[3,2-e]isoquinoline-7,9-diol;hydrochloride

9. Nalorphine Hydrochloride (usp)

10. N-allylnormorphine Hydrochloride

11. Allylmorphine Hydrochloride

12. Ncgc00168255-01

13. Einecs 200-321-8

14. Normorphine, N-allyl-, Hydrochloride

15. Unii-9fpe56z2tw

16. N-allyl-2,12-dihydroxy-1,11-epoxymorphinene-13 Hydrochloride

17. 17-allyl-7,8-didehydro-4,5alpha-epoxymorphinan-3,6alpha-diol Hydrochloride

18. Dsstox_cid_27825

19. Dsstox_rid_82588

20. Nalline [veterinary] (tn)

21. Dsstox_gsid_47847

22. Cloridrato De Nalorfina (tn)

23. Schembl149571

24. Chembl1908349

25. Dtxsid3047847

26. Tox21_112614

27. Nalorphine Hydrochloride [mi]

28. Cas-57-29-4

29. Morphinan-3,6-alpha-diol, 17-allyl-7,8-didehydro-4,5-alpha-epoxy-, Hydrochloride

30. Morphinan-3,6-diol, 7,8-didehydro-4,5-epoxy-17-(2-propenyl)-(5alpha,6alpha)-, Hydrochloride

31. Nalorphine Hydrochloride [mart.]

32. Nalorphine Hydrochloride [who-dd]

33. Nalorphinehydrochlorideciii(250mg)

34. Nalorphine Hydrochloride [green Book]

35. Nalorphine Hydrochloride Ciii [usp-rs]

36. D08248

37. Nalorphine Hydrochloride [usp Monograph]

38. Q27272499

39. Nalorphine Hydrochloride 1.0 Mg/ml In Methanol (as Free Base)

40. 17-allyl-7,8-didehydro-4,5.alpha.-epoxymorphinan-3,6.alpha.-diol Hydrochloride

41. Morphinan-3,6-diol, 7,8-didehydro-4,5-epoxy-17-(2-propenyl)-(5.alpha.,6.alpha.)-, Hydrochloride

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

2.4 Create Date
2005-08-08
3 Chemical and Physical Properties
Molecular Weight 347.8 g/mol
Molecular Formula C19H22ClNO3
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count4
Rotatable Bond Count2
Exact Mass347.1288213 g/mol
Monoisotopic Mass347.1288213 g/mol
Topological Polar Surface Area52.9 Ų
Heavy Atom Count24
Formal Charge0
Complexity549
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Narcotic Antagonists

Agents inhibiting the effect of narcotics on the central nervous system. (See all compounds classified as Narcotic Antagonists.)


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