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P134

Sigma-Aldrich

(−)-Pentazocine

≥98% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C19H27NO
CAS Number:
359-83-1
Molecular Weight:
285.42
EC Number:
206-634-6
MDL number:
MFCD00869259
UNSPSC Code:
12352200
PubChem Substance ID:
329820088
NACRES:
NA.77

assay

≥98% (HPLC)

form

solid

drug control

USDEA Schedule IV; Home Office Schedule 3; stupéfiant (France); kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada; psicótropo (Spain); Decreto Lei 15/93: Tabela IIC (Portugal)

storage condition

protect from light

color

white

solubility

DMSO: >10 mg/mL

originator

Sanofi Aventis

storage temp.

room temp

SMILES string

C[C@@H]1[C@@H]2Cc3ccc(O)cc3[C@@]1(C)CCN2C\C=C(\C)C

InChI

1S/C19H27NO/c1-13(2)7-9-20-10-8-19(4)14(3)18(20)11-15-5-6-16(21)12-17(15)19/h5-7,12,14,18,21H,8-11H2,1-4H3/t14-,18+,19+/m1/s1

InChI key

VOKSWYLNZZRQPF-CCKFTAQKSA-N

Biochem/physiol Actions

Pentazocine is an analgesic with both agonist and antagonist activities. It acts as a κ- and σ-opioid receptor agonist and partial mu-receptor antagonist. Pentazocine pre-treatment reduces the frequency of fentanyl-induced cough and improves the anesthetic effect.

Features and Benefits

This compound was developed by Sanofi Aventis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Daniele Zampieri et al.
Journal of medicinal chemistry, 52(17), 5380-5393 (2009-08-14)
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Ralph Holl et al.
Journal of medicinal chemistry, 52(7), 2126-2137 (2009-02-27)
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1-Cyclohexyl-4-[3-(5-methoxy-1,2,3,4-tetrahydronaphthalen-1-yl)propyl]piperazine 1 (PB28) represents an excellent lead candidate for therapeutic and/or diagnostic applications in oncology. However, because its utility is limited by its relatively high degree of lipophilicity, novel analogues of 1 with reduced lipophilic character were designed by substituting
Eva Grosse Maestrup et al.
Bioorganic & medicinal chemistry, 19(1), 393-405 (2010-12-04)
In order to develop a fluorinated radiotracer for imaging of σ(1) receptors in the central nervous system a series of (2-fluoroethyl) substituted spirocyclic piperidines 3 has been prepared. In the key step of the synthesis 2-bromocinnamaldehyde acetal 5 was added
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