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B8686

Sigma-Aldrich

(+)-N-3-Benzyl Nirvanol

≥98% (HPLC), powder, CYP2C19 inhibitor

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C18H18N2O2
Numero CAS:
790676-40-3
Peso molecolare:
294.35
Numero MDL:
MFCD09840024
Codice UNSPSC:
12161501
ID PubChem:
329773138
NACRES:
NA.77

product name

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

Saggio

≥98% (HPLC)

Forma fisica

powder

Solubilità

DMSO: >20 mg/mL
H2O: insoluble

Temperatura di conservazione

2-8°C

Stringa SMILE

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
ZMZDHUHMXXALFX-SFHVURJKSA-N

Categorie correlate

Applicazioni

(+)-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.

Azioni biochim/fisiol

(+)-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).

Pittogrammi

Exclamation markEnvironment
GHS07,GHS09

Avvertenze

Warning

Indicazioni di pericolo

H302,H319,H400

Classi di pericolo

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

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves

Certificati d'analisi (COA)

Cerca il Certificati d'analisi (COA) digitando il numero di lotto/batch corrispondente. I numeri di lotto o di batch sono stampati sull'etichetta dei prodotti dopo la parola ‘Lotto’ o ‘Batch’.

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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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