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17146-95-1

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Basic Information
CAS No.: 17146-95-1
Name: lactic acid, compound with (2α,6α,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)
Molecular Structure:
Molecular Structure of 17146-95-1 (lactic acid, compound with (2α,6α,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))
Formula: C19H27NO•C3H6O3
Molecular Weight: 375.56
Synonyms: 2,6-Methano-3-benzazocin-8-ol,1,2,3,4,5,6-hexahydro-6,11-dimethyl-3-(3-methyl-2-butenyl)-,hydrochloride;pentazocine lactate;1,2,3,4,5,6-Hexahydro-6,11-dimethyl-3-(3-methylbut-2-enyl)-2,6-methano-3-benzazocin-8-ol hydrochloride;
Melting Point: 145.4-147.2oC
Boiling Point: 548.8°C at 760 mmHg
Flash Point: 285.7°C
Hazard Symbols: A poison. A human skin irritant.
Safety: A poison by intraperitoneal route. Human systemic effects. A human skin irritant. When heated to decomposition it emits toxic vapors of NOx.
PSA: 49.77000
LogP: 3.40110
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Chemistry

Product Name: Pentazocine lactate (CAS NO.17146-95-1)


Molecular Formula: C19H27NO•C3H6O3
Molecular Weight: 375.56g/mol
Mol File: 17146-95-1.mol
EINECS: 241-209-9
Boiling point: 548.8 °C at 760 mmHg
Flash Point: 285.7 °C
Enthalpy of Vaporization: 87.18 kJ/mol
Vapour Pressure: 7.06E-13 mmHg at 25°C
H-Bond Donor: 3
H-Bond Acceptor: 5
Structure Descriptors of Pentazocine lactate (CAS NO.17146-95-1):
  Canonical SMILES: CC1C2CC3=C(C1(CCN2CC=C(C)C)C)C=C(C=C3)O.CC(C(=O)O)O
  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
  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 
  InChIKey: QNLDTXPVZPRSAM-DTOXXUQYSA-N

Uses

 Pentazocine lactate (CAS NO.17146-95-1) is a CYP450-2D6 inducer that increases the degree of conversion of codeine to morphine (the active metabolite of codeine - a prodrug with no intrinsic activity), in vivo, by approximately a factor of three, increasing the average degree of codeine metabolized to morphine from 10% to 30%  - while synergistically adding to the depressant effects of the codeine.
The mu-opioid-antagonist naloxone was added to preparations containing pentazocine, and the reported incidence of its abuse has declined precipitously since. A more recent recreational route is pentazocine combined with methylphenidate (Ritalin) via the oral route, insufflation or mixed intravenously.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man TDLo parenteral 16mg/kg/3W-I (16mg/kg) MUSCULOSKELETAL: OTHER CHANGES Journal of Rheumatology. Vol. 13, Pg. 210, 1986.
mouse LD50 intraperitoneal 103mg/kg (103mg/kg)   Journal of Pharmacy and Pharmacology. Vol. 23, Pg. 882, 1971.
women TDLo subcutaneous 2mg/kg (2mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" Archives of Dermatology. Vol. 123, Pg. 297, 1987.

Safety Profile

A poison by intraperitoneal route. Human systemic effects. A human skin irritant. When heated to decomposition it emits toxic vapors of NOx.

Specification

 Pentazocine lactate , its CAS NO. is 17146-95-1, the synonyms are  (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) ; 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) ; Liticon ; Pentalgine ; Talwin ; UNII-1P2XIB510O ; 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) ; 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) ; 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) ; 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) .