| Identification | Back Directory | [Name]
Thiourea, N-(3,4-dihydro-2,2,4,4-tetramethyl-2H-1-benzothiopyran-6-yl)-N'-(4-nitrophenyl)- | [CAS]
361483-66-1 | [Synonyms]
Thiourea, N-(3,4-dihydro-2,2,4,4-tetramethyl-2H-1-benzothiopyran-6-yl)-N'-(4-nitrophenyl)- | [Molecular Formula]
C20H23N3O2S2 | [MOL File]
361483-66-1.mol | [Molecular Weight]
401.55 |
| Chemical Properties | Back Directory | [Melting point ]
153-155 °C(Solv: chloroform (67-66-3); pentane (109-66-0)) | [Boiling point ]
522.6±60.0 °C(Predicted) | [density ]
1.284±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C | [solubility ]
DMSO: 2mg/mL, clear | [form ]
powder | [pka]
10.82±0.70(Predicted) | [color ]
white to beige |
| Hazard Information | Back Directory | [Uses]
SHetA2 is a derivative of heteroarotinoid, that exhibits cytotoxicity in cancer cells with IC50 of 0.37–4.6 μM. SHetA2 regulates cancer cells differentiation, induces apoptosis through the intrinsic mitochondrial pathway, and arrest cell cycle at G2 phase. SHetA2 exhibits good pharmacokinetic characteristics and antitumor efficacy in mice. SHetA2 is orally active[1][2]. | [Biological Activity]
SHetA2 is an orally available chemopreventive fexible heteroarotinoid (Flex-Het) th at inhibits cancer growth in cultures (OVCAR-3/SK-OV-3/Caov-3 GI50 = 3.9/4.1/7.0 μM) and in vivo (60-100 mg/kg SiHa xenograft mice) via apoptosis induction independent of retinoic acid receptor (RAR). SHetA2 is reported to bind heatshock proteins HSPA5 (GRP78BiP)HSPA8 (HSC70HSP73HSPA10)HSPA9 (GRP75)resulting in cyclin D1 degradation. | [References]
[1] Zhang Y, et al., High performance liquid chromatographic analysis and preclinical pharmacokinetics of the heteroarotinoid antitumor agent, SHetA2. Cancer Chemother Pharmacol. 2006 Nov;58(5):561-9. DOI:10.1007/s00280-006-0211-z
[2] Benbrook DM, et al., Flexible heteroarotinoids (Flex-Hets) exhibit improved therapeutic ratios as anti-cancer agents over retinoic acid receptor agonists. Invest New Drugs. 2005 Oct;23(5):417-28. DOI:10.1007/s10637-005-2901-5 |
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Merck KGaA
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