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Technical details about Pentazocine Lactate, learn more about the structure, uses, toxicity, action, side effects and more

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2D Structure
1. 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

2D Structure

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 Weight 375.5 g/mol
Molecular Formula C22H33NO4
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count3
Exact Mass375.24095853 g/mol
Monoisotopic Mass375.24095853 g/mol
Topological Polar Surface Area81 Ų
Heavy Atom Count27
Formal Charge0
Complexity473
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
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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