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B8686

Sigma-Aldrich

(+)-N-3-Benzyl Nirvanol

≥98% (HPLC), powder, CYP2C19 inhibitor

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C18H18N2O2
Número de CAS:
790676-40-3
Peso molecular:
294.35
Número MDL:
MFCD09840024
Código UNSPSC:
12161501
ID de la sustancia en PubChem:
329773138
NACRES:
NA.77

product name

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

Análisis

≥98% (HPLC)

formulario

powder

solubilidad

DMSO: >20 mg/mL
H2O: insoluble

temp. de almacenamiento

2-8°C

cadena 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

Clave InChI

ZMZDHUHMXXALFX-SFHVURJKSA-N

Aplicación

(+)-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.

Acciones bioquímicas o fisiológicas

(+)-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).

Pictogramas

Exclamation markEnvironment
GHS07,GHS09

Palabra de señalización

Warning

Frases de peligro

H302,H319,H400

Clasificaciones de peligro

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

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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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
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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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