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Pentazocine Lactate

Pentazocine Lactate

Synopsis, Chemistry

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Also known as: 17146-95-1, Pentazocine lactate [usan], 1p2xib510o, (1r,9r,13r)-1,13-dimethyl-10-(3-methylbut-2-enyl)-10-azatricyclo[7.3.1.02,7]trideca-2(7),3,5-trien-4-ol;2-hydroxypropanoic acid, (2r*,6r*,11r*)-1,2,3,4,5,6-hexahydro-6,11-dimethyl-3-(3-methyl-2-butenyl)-2,6-methano-3-benzazocin-8-ol lactate (salt), Talwin (lactate)

Molecular Formula

C₂₂H₃₃NO₄

Molecular Weight

375.5 g/mol

InChI Key

QNLDTXPVZPRSAM-DTOXXUQYSA-N

FDA UNII

1P2XIB510O

The first mixed agonist-antagonist analgesic to be marketed. It is an agonist at the kappa and sigma opioid receptors and has a weak antagonist action at the mu receptor. (From AMA Drug Evaluations Annual, 1991, p97)

1 2D Structure

Pentazocine Lactate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(1R,9R,13R)-1,13-dimethyl-10-(3-methylbut-2-enyl)-10-azatricyclo[7.3.1.02,7]trideca-2(7),3,5-trien-4-ol;2-hydroxypropanoic acid

2.1.2 InChI

InChI=1S/C19H27NO.C3H6O3/c1-13(2)7-9-20-10-8-19(4)14(3)18(20)11-15-5-6-16(21)12-17(15)19;1-2(4)3(5)6/h5-7,12,14,18,21H,8-11H2,1-4H3;2,4H,1H3,(H,5,6)/t14-,18+,19+;/m0./s1

2.1.3 InChI Key

QNLDTXPVZPRSAM-DTOXXUQYSA-N

2.1.4 Canonical SMILES

CC1C2CC3=C(C1(CCN2CC=C(C)C)C)C=C(C=C3)O.CC(C(=O)O)O

2.1.5 Isomeric SMILES

C[C@H]1[C@H]2CC3=C([C@@]1(CCN2CC=C(C)C)C)C=C(C=C3)O.CC(C(=O)O)O

2.2 Other Identifiers

2.2.1 UNII

1P2XIB510O

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Fortral

2. Hydrochloride, Pentazocine

3. Lactate, Pentazocine

4. Lexir

5. Pentazocine

6. Pentazocine Hydrochloride

7. Talwin

2.3.2 Depositor-Supplied Synonyms

1. 17146-95-1

2. Pentazocine Lactate [usan]

3. 1p2xib510o

4. (1r,9r,13r)-1,13-dimethyl-10-(3-methylbut-2-enyl)-10-azatricyclo[7.3.1.02,7]trideca-2(7),3,5-trien-4-ol;2-hydroxypropanoic Acid

5. (2r*,6r*,11r*)-1,2,3,4,5,6-hexahydro-6,11-dimethyl-3-(3-methyl-2-butenyl)-2,6-methano-3-benzazocin-8-ol Lactate (salt)

6. Talwin (lactate)

7. Pentalgine

8. Talwin (as Lactate)

9. Unii-1p2xib510o

10. Talwin Injection

11. Einecs 241-209-9

12. Einecs 304-943-1

13. Talwin (tn)

14. Pentazocine Lactate (usp)

15. Schembl42094

16. (all-r)-pentazocine Dl-lactate

17. Chembl1200327

18. Pentazocine Lactate [mi]

19. Dtxsid101027503

20. Pentazocine Lactate [vandf]

21. Pentazocine Lactate [mart.]

22. Pentazocine Lactate [who-dd]

23. Pentazocine Lactate [green Book]

24. Pentazocine Lactate [orange Book]

25. 2-hydroxypropanoic Acid Compd. With (2alpha,6alpha,11r*)-1,2,3,4,5,6-hexahydro-6,11-dimethyl-3-(3-methyl-2-butenyl)-2,6-methanol-3-benzocin-8-ol (1:1)

26. Lactic Acid, Compd. With 1,2,3,4,5,6-hexahydro-6,11-dimethyl-3-(3-methyl-2-butenyl)-2,6-methano-3-benzazocin-8-ol (1:1)

27. Lactic Acid, Compound With (2alpha,6alpha,11r*)-1,2,3,4,5,6-hexahydro-6,11-dimethyl-3-(3-methylbut-2-enyl)-2,6-methano-3-benzocin-8-ol (1:1)

28. Pentazocine Lactate [ep Monograph]

29. D02111

30. Q27252701

31. 2,6-methano-3-benzazocin-8-ol, 1,2,3,4,5,6-hexahydro-6,11-dimethyl-3-(3-methyl-2-butenyl)-, (2.alpha.,6.alpha.,11r*)-, Compd. With 2-hydroxypropanoic Acid (1:1)

32. 2,6-methano-3-benzazocin-8-ol, 1,2,3,4,5,6-hexahydro-6,11-dimethyl-3-(3-methyl-2-butenyl)-, (2alpha,6alpha,11r*)-, Compd. With 2-hydroxypropanoic Acid (1:1)

33. Propanoic Acid, 2-hydroxy-, Compd. With (2alpha,6alpha,11r*)-1,2,3,4,5,6-hexahydro-6,11-dimethyl-3-(3-methyl-2-butenyl)-2,6-methanol-3-benzocin-8-ol (1:1)

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₂₂H₃₃NO₄
Molecular Weight	375.5 g/mol
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	3
Exact Mass	375.24095853 g/mol
Monoisotopic Mass	375.24095853 g/mol
Topological Polar Surface Area	81 Å²
Heavy Atom Count	27
Formal Charge	0
Complexity	473
Isotope Atom Count	0
Defined Atom Stereocenter Count	3
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Pharmacology and Biochemistry

4.1 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.)

Narcotic Antagonists

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

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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