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P127

Sigma-Aldrich

(+)-Pentazocine

solid

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About This Item

Empirical Formula (Hill Notation):
C19H27NO
CAS Number:
7361-76-4
Molecular Weight:
285.42
UNSPSC Code:
12352200
PubChem Substance ID:
24898179
NACRES:
NA.77

form

solid

Quality Level

100

optical activity

[α]23/D +134.6°, c = 1 in chloroform(lit.)

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)

color

white

originator

Sanofi Aventis

SMILES string

[H][C@@]12Cc3ccc(O)cc3[C@@](C)(CCN1C\C=C(\C)C)[C@@H]2C

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

Gene Information

human ... EBP(10682)
rat ... Chrm1(25229) , Chrm2(81645) , Drd2(24318) , Oprm1(25601)

Biochem/physiol Actions

σ receptor agonist; active enantiomer of pentazocine.

Features and Benefits

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

Caution

Photosensitive

Reconstitution

A 10 mM solution of (+)-pentazocine is prepared by warming 28.5 mg of (+)-pentazocine free base in 2 mL of 0.1N HCl with shaking or sonication. When all solids have dissolved, the solution is cooled to room temperature and diluted with 10 mL of pH 7 buffer. Solutions should be freshly prepared, since cooling below room temperature may result in precipitation.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - 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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Rania Hamed et al.
International journal of pharmaceutics, 570, 118684-118684 (2019-09-11)
The aim of this study was to develop an ibuprofen microemulsion (IBU-ME) incorporated into in situ gels (microgels) for local delivery into periodontal pockets. The IBU-ME was prepared at a concentration of 1% w/v IBU. Various concentrations of the thermosensitive
G F Steinfels et al.
Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology, 1(4), 321-327 (1988-12-01)
Research on the sigma receptor, a binding site associated with drug-induced psychotomimetic behaviors, has been hampered because most sigma agonists also interact with the phencyclidine (PCP) receptor. (+)-Pentazocine, a human psychotogen, is a selective sigma receptor ligand. To demonstrate sigma
Mayada Said et al.
Colloids and surfaces. B, Biointerfaces, 170, 258-265 (2018-06-24)
Agomelatine suffers from extensive inactivation through 1st pass effect with a limited oral bioavailability (5%). The aim of this study was to formulate and optimize liquid nanocrystals (LNC) containing agomelatine to enhance the transdermal permeation of the drug. The independent
S Stevens Negus et al.
Pharmacological reviews, 66(3), 869-917 (2014-06-29)
Intracranial self-stimulation (ICSS) is a behavioral procedure in which operant responding is maintained by pulses of electrical brain stimulation. In research to study abuse-related drug effects, ICSS relies on electrode placements that target the medial forebrain bundle at the level
Brett H Mueller et al.
Experimental eye research, 128, 156-169 (2014-10-12)
Sigma-1 receptor (σ-1) activation and mitogen-activated protein kinases (MAPKs) have been shown to protect retinal ganglion cells (RGCs) from cell death. The purpose of this study was to determine if σ-1 receptor stimulation with pentazocine could promote neuroprotection under conditions
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