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Oltipraz

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Category Human immunodeficiency Virus (HIV)
CAS 64224-21-1
Description Oltipraz, a promising cancer chemopreventive agent, is a bifunctional inducer, modulating both phase I and II drug-metabolizing enzymes to enhance carcinogen detoxification.
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Product Information

Synonyms CD1400; CD 1400; CD-1400
IUPAC Name 4-methyl-5-pyrazin-2-yldithiole-3-thione
Molecular Weight 226.33
Molecular Formula C8H6N2S3
Canonical SMILES CC1=C(SSC1=S)C2=NC=CN=C2
InChI InChI=1S/C8H6N2S3/c1-5-7(12-13-8(5)11)6-4-9-2-3-10-6/h2-4H,1H3
InChIKey CKNAQFVBEHDJQV-UHFFFAOYSA-N
Boiling Point 408.1±55.0 °C at 760 mmHg
Melting Point 165-166°C
Flash Point 200.6±31.5 °C
Purity >98%
Density 1.5±0.1 g/cm3
Solubility In vitro:
10 mM in DMSO
Appearance Dark red solid
Application Anticarcinogenic Agents
Storage Powder:
-20°C: 3 years
4°C: 2 years
In solvent:
-80°C: 6 months
-20°C: 1 month
Complexity 262
Exact Mass 225.96931172
Index Of Refraction 1.760
In Vitro Oltipraz inhibits HIF-1α activity and HIF-1α-dependent tumor growth, which may result from a decrease in HIF-1α stability through S6K1 inhibition in combination with an H2O2-scavenging effect. Oltipraz treatment also inhibits HIF-1α activation stimulated by either hypoxia or CoCl2. Oltipraz is a cancer chemopreventive agent and has an inhibitory effect on angiogenesis and tumor growth. Oltipraz is also a competitive inhibitor of this cytochrome P450, with an apparent Ki of 10 μM.
In Vivo In wild-type mice, hepatic levels of mRNA for all of the genes analyzed were significantly increased after Oltipraz treatment, with the highest increase (treated/control) for NQO1 mRNA levels (7.6-fold). The Northern blot analyses demonstrated that the observed increases in GST and NQO1 activities by Oltipraz in wild-type mice were preceded by significant elevations in RNA expression. Interestingly, mRNA levels of Nrf2 itself were increased more than 3-fold by Oltipraz treatment.
PSA 114.35000
Target HIF/HIF Prolyl-Hydroxylase; HIV; Keap1-Nrf2
Vapor Pressure 0.0±0.9 mmHg at 25°C
XLogP3-AA 1.1

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