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B8686

Sigma-Aldrich

(+)-N-3-Benzyl Nirvanol

≥98% (HPLC), powder, CYP2C19 inhibitor

Synonyme(s) :

5-ethyl-5-phenyl-3-(phenylmethyl)-2,4-imidazolidinedione, 5-ethyl-5-phenyl-3-(phenylmethyl)-hydantoin

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About This Item

Formule empirique (notation de Hill):
C18H18N2O2
Numéro CAS:
790676-40-3
Poids moléculaire :
294.35
Numéro MDL:
MFCD09840024
Code UNSPSC :
12161501
ID de substance PubChem :
329773138
Nomenclature NACRES :
NA.77

product name

(+)-N-3-Benzyl Nirvanol, ≥98% (HPLC), powder

Niveau de qualité

100

Pureté

≥98% (HPLC)

Forme

powder

Solubilité

DMSO: >20 mg/mL
H2O: insoluble

Température de stockage

2-8°C

Chaîne SMILES 

CC[C@]1(NC(=O)N(Cc2ccccc2)C1=O)c3ccccc3

InChI

1S/C18H18N2O2/c1-2-18(15-11-7-4-8-12-15)16(21)20(17(22)19-18)13-14-9-5-3-6-10-14/h3-12H,2,13H2,1H3,(H,19,22)/t18-/m0/s1

Clé InChI

ZMZDHUHMXXALFX-SFHVURJKSA-N

Application

(+)-N-3-Benzylnirvanol may be used as a cytochrome P450 2C19 (CYP2C19) inhibitor in a comparison study to treat cocktail and individual substrates for the screening for potent cytochrome P450 (CYP) inhibition. It may also be used in comparative studies to investigate its potential as CYP and non-CYP selective inhibitors of CYP2C19 in suspended human hepatocytes.

Actions biochimiques/physiologiques

(+)-N-3-Benzyl-nirvanol is a potent selective CYP2C19 inhibitor. CYP2C19 has a high frequency of drug resistance; highly polymorphic.
(+)-N-3-Benzylnirvanol serves as an inhibitor of cytochrome P450 2B6 (CYP2B6).

Pictogrammes

Exclamation markEnvironment
GHS07,GHS09

Mention d'avertissement

Warning

Mentions de danger

H302,H319,H400

Classification des risques

Acute Tox. 4 Oral - Aquatic Acute 1 - Eye Irrit. 2

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

James P Driscoll et al.
Chemical research in toxicology, 20(10), 1488-1497 (2007-09-26)
The hypothesis that the psychological side effects associated with the anesthetic phencyclidine (PCP) may be caused by irreversible binding of PCP or its reactive metabolite(s) to critical macromolecules in the brain has resulted in numerous in vitro studies aimed at
Guru R Valicherla et al.
Xenobiotica; the fate of foreign compounds in biological systems, 49(12), 1396-1402 (2019-02-13)
1. A protocol has been developed and validated for the high-throughput screening of eight major human cytochrome P450 (CYP) isozymes inhibition (CYP 1A2, 2C9, 2C19, 2D6, 3A4, 2B6, 2C8 and 2E1) using an in vitro probe cocktail containing eight substrates
Marie-Lynn Cuypers et al.
Drug metabolism and disposition: the biological fate of chemicals, 48(11), 1121-1128 (2020-08-26)
Early assessment of metabolism pathways of new chemical entities guides the understanding of drug-drug interactions. Selective enzyme inhibitors are indispensable in CYP reaction phenotyping. The most commonly applied CYP2C19 inhibitor, omeprazole, lacks selectivity. Two promising alternatives, (+)-N-3-benzylnirvanol and (-)-N-3-benzylphenobarbital, are
Dustyn A Barnette et al.
Biochemical pharmacology, 170, 113661-113661 (2019-10-13)
Terbinafine N-dealkylation pathways result in formation of 6,6-dimethyl-2-hepten-4-ynal (TBF-A), a reactive allylic aldehyde, that may initiate idiosyncratic drug-induced liver toxicity. Previously, we reported on the importance of CYP2C19 and 3A4 as major contributors to TBF-A formation. In this study, we

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