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Merck

P134

Sigma-Aldrich

(−)-Pentazocine

≥98% (HPLC)

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About This Item

Empirische Formel (Hill-System):
C19H27NO
CAS-Nummer:
Molekulargewicht:
285.42
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352200
PubChem Substanz-ID:
NACRES:
NA.77

Qualitätsniveau

Assay

≥98% (HPLC)

Form

solid

Arzneimittelkontrolle

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)

Lagerbedingungen

protect from light

Farbe

white

Löslichkeit

DMSO: >10 mg/mL

Ersteller

Sanofi Aventis

Lagertemp.

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

InChIKey

VOKSWYLNZZRQPF-CCKFTAQKSA-N

Biochem./physiol. Wirkung

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.

Leistungsmerkmale und Vorteile

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

Piktogramme

Exclamation mark

Signalwort

Warning

H-Sätze

Gefahreneinstufungen

Acute Tox. 4 Oral

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves


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Ralph Holl et al.
Journal of medicinal chemistry, 52(7), 2126-2137 (2009-02-27)
A series of 6,8-diazabicyclo[3.2.2]nonane derivatives bearing two aromatic moieties was prepared, the affinity toward sigma(1) and sigma(2) receptors was investigated, and the growth inhibition of six human tumor cell lines was determined. The enantiopure bicyclic ketones 5a ((+)-(1S,5S)-6-allyl-8-(4-methoxybenzyl)-6,8-diazabicyclo[3.2.2]nonane-2,7,9-trione) and 5b
Qing Ai et al.
Pharmacological reports : PR, 62(4), 747-750 (2010-10-05)
This study evaluated the effect of pentazocine pretreatment on fentanyl-induced cough. With ethics committee approval, 277 ASA I-II patients, aged between 19 and 63 years, undergoing various elective surgeries during general anesthesia, were enrolled in this prospective, randomized, double-blind, placebo-controlled
Daniele Zampieri et al.
Journal of medicinal chemistry, 52(17), 5380-5393 (2009-08-14)
Novel benzo[d]oxazol-2(3H)-one derivatives were designed and synthesized, and their affinities against sigma receptors were evaluated. On the basis of 31 compounds, a three-dimensional pharmacophore model for the sigma(1) receptor binding site was developed using the Catalyst 4.9 software package. The
Ling-Wei Hsin et al.
Journal of medicinal chemistry, 53(3), 1392-1396 (2010-01-09)
A series of enantiomeric N-substituted 2,3,4,4a,5,6,7,7a-octahydro-1H-benzofuro[3,2-e]isoquinolines was synthesized. The (-)-enantiomers had much greater kappa-, mu-, and delta-opioid receptor binding affinity than the corresponding (+)-enantiomers. Compounds (-)-1a, (-)-1b, and (-)-1c displayed subnanomolar binding affinity for the mu-receptor, and (-)-1b had a
Carmen Abate et al.
Journal of medicinal chemistry, 54(4), 1022-1032 (2011-01-15)
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

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