HET0016

ChemicalBook > CAS DataBase List > HET0016

Product Name: HET0016
CAS No.: 339068-25-6
Chemical Name: HET0016
Synonyms: HET0016;HET0016,HET-0016;N-Hydroxy-N(4-butyl-2-methylphenyl)formamidine;N-HYDROXY-N'-(4-N-BUTYL-2-METHYLPHENYL)FORMANIDINE;N’-(4-Butyl-2-methylphenyl)-N-hydroxyformimidamide;N-(4-butyl-2-methylphenyl)-N'-hydroxyiminoformamide;N-(4-BUTYL-2-METHYLPHENYL)-N'-HYDROXY-METHANIMIDAMIDE;Methanimidamide, N'-(4-butyl-2-methylphenyl)-N-hydroxy-
CBNumber: CB0149064
Molecular Formula: C12H18N2O
Formula Weight: 206.28
MOL File: 339068-25-6.mol

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HET0016 Property

Melting point:: 138-140°C
storage temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
solubility: Chloroform (Slightly), Ethanol (Slightly)
form: Light pink solid.
color: White to Pale Yellow
CAS DataBase Reference: 339068-25-6

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Alfa Aesar

Product number: J67168
Product name: HET-0016, 98%
Packaging: 1mg
Price: $21.8
Updated: 2021/12/16

Alfa Aesar

Product number: J67168
Product name: HET-0016, 98%
Packaging: 5mg
Price: $107
Updated: 2021/12/16

Cayman Chemical

Product number: 75780
Product name: HET0016
Purity: ≥98%
Packaging: 1mg
Price: $17
Updated: 2024/03/01

Cayman Chemical

Product number: 75780
Product name: HET0016
Purity: ≥98%
Packaging: 5mg
Price: $67
Updated: 2024/03/01

Alfa Aesar

Product number: J67168
Product name: HET-0016, 98%
Packaging: 10mg
Price: $235
Updated: 2023/06/20

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HET0016 Chemical Properties,Usage,Production

Description

20-HETE is a major biologically active cytochrome P450 (CYP450) metabolite of arachidonic acid in the kidney and liver. It regulates renal vascular and tubular functions as well as vascular tone in the cerebral circulation. HET0016 is an inhibitor of 20-HETE formation in human renal microsomes with an IC₅₀ of 8.9 nM, selectively inhibiting CYP4A and 4F isoforms. HET0016 inhibits CYP2C9, CYP2D6, and CYP3A4, enzymes important in drug metabolism, significantly less effectively with IC₅₀s in the μM range. The IC₅₀ values for inhibition of cyclooxygenase and epoxyeicosatrienoic acids (EETs) formation are 2.3 and 2.8 μM, respectively.

Chemical Properties

Light Pink Solid

Uses

20-HETE is a major biologically active cytochrome P450 (CYP450) metabolite of arachidonic acid in the kidney and liver. It regulates renal vascular and tubular functions as well as vascular tone in the cerebral circulation. HET0016 is an inhibitor of 20-HETE formation in human renal microsomes with an IC50 of 8.9 nM, selectively inhibiting CYP4A and 4F isoforms. HET0016 inhibits CYP2C9, CYP2D6, and CYP3A4, enzymes important in drug metabolism, significantly less effectively with IC50s in the μM range. The IC50 values for inhibition of cyclooxygenase and epoxyeicosatrienoic acids (EETs) formation are 2.3 and 2.8 μM, respectively.[Cayman Chemical]

Uses

HET-0016 is a potent and selective inhibitor of the biosynthesis of 20-HETE acting via inhibition of CYP4A (IC50=8.9nM (human), 35nM (rat renal microsome). IC50 cyclooxygenase=2.3uM. IC50 for other CYP’s: CYP2C9-3.3uM, CYP2D6=83.9 uM, CYP3A4=71uM. It inhibits cerebrovascular constriction induced by Ca2+ or archidonate and inhibits angiogenesis and endothelial cell sprouting in various models. Displays protective effect on brain damage after temporary focal ischemia (at 10mg/Kg).

Definition

ChEBI: HET0016 is a member of toluenes.

in vitro

het0016 showed a high degree of selectivity in inhibiting the formation of 20-hete in rat renal microsomes. the ic(50) value averaged 35 nm, whereas the ic(50) value for inhibition of the formation of epoxyeicosatrienoic acids averaged 2800 nm. moreover, in human renal microsomes, het0016 could potently inhibit the formation of 20-hete with an ic(50) value of 8.9 nm. in addition, higher het0016 concentrations could also inhibit the cyp2c9, cyp2d6 and cyp3a4-catalysed substrates oxidation [1].

in vivo

a previous study generated an improved iv formulation of het0016 with hpβcd. administration of a single iv dose led to 7-fold higher levels of het0016 in plasma and 3.6-fold higher levels in tumor than that in ip route. iv treatment with hpβcd-het0016 decreased tumor growth, and altered vascular kinetics in early and late treatment groups. moreover, similar growth inhibition was observed in syngeneic gl261 gbm. in addition, survival studies using patient derived xenografts of gbm811, showed prolonged survival to 26 weeks in animals treated with focal radiation, in combination with het0016 and tmz [2].

IC 50

35 nm for 20-hete formation in rat renal microsomes

References

[1] miyata, n. ,taniguchi, k.,seki, t., et al. het0016, a potent and selective inhibitor of 20-hete synthesizing enzyme. british journal of pharmacology 133, 325-329 (2001).
[2] jain m et al. intravenous formulation of het0016 decreased human glioblastoma growth and implicated survival benefit in rat xenograft models. sci rep. 2017 jan 31;7:41809.

HET0016 Preparation Products And Raw materials

Raw materials

Preparation Products

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HET0016 Suppliers

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339068-25-6, HET0016Related Search:

1-Aminobenzotriazole Ketoconazole ROQUEFORTINE C METYRAPONE 3,3'-Diindolylmethane (S)-MEPHENYTOIN 8-Methoxypsoralen TROLEANDOMYCIN PROADIFEN HYDROCHLORIDE GLUCORAPHANIN 5-PREGNEN-3BETA-OL-20-ONE-16ALPHA-CARBONITRILE RESORUFIN ETHYL ETHER 4-Butyl-2-methylaniline N-(4-BUTYL-2-METHYLPHENYL)-N'-[(4-CHLORO-3-NITROBENZOYL)OXY]IMINOFORMAMIDE HET0016

HET0016

N-HYDROXY-N'-(4-N-BUTYL-2-METHYLPHENYL)FORMANIDINE

N-(4-BUTYL-2-METHYLPHENYL)-N'-HYDROXY-METHANIMIDAMIDE

N-Hydroxy-N(4-butyl-2-methylphenyl)formamidine

N-(4-butyl-2-methylphenyl)-N'-hydroxyiminoformamide

N’-(4-Butyl-2-methylphenyl)-N-hydroxyformimidamide

Methanimidamide, N'-(4-butyl-2-methylphenyl)-N-hydroxy-

HET0016,HET-0016

339068-25-6

Aromatics