1174559-33-1

Basic information

• Product Name: 5-isopropyl-6-cyclohexylmethyl-2-thiouracil
• Synonyms: 5-isopropyl-6-cyclohexylmethyl-2-thiouracil
• CAS NO: 1174559-33-1
• Molecular Weight: 266.407
• Mol File: 1174559-33-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 5-isopropyl-6-cyclohexylmethyl-2-thiouracil(CAS DataBase Reference)
• NIST Chemistry Reference: 5-isopropyl-6-cyclohexylmethyl-2-thiouracil(1174559-33-1)
• EPA Substance Registry System: 5-isopropyl-6-cyclohexylmethyl-2-thiouracil(1174559-33-1)

Safety Data

• Hazardous Substances Data: 1174559-33-1(Hazardous Substances Data)

Upstream product

• 5292-21-7 Cyclohexylacetic acid 
• 759-36-4 diethyl isopropylmalonate 
• 4435-14-7 2-cyclohexylacetonitrile 
• 1268381-89-0 ethyl 4-cyclohexyl-2-isopropyl-3-oxobutanoate 
• 17356-08-0 thiourea 
• 609-12-1 ethyl 2-bromoisovalerate 

Downstream Products

• 1030017-20-9 C₂₂H₂₈N₂O₃S 
• 1030017-21-0 C₂₃H₃₀N₂O₃S 
• 1030017-28-7 C₂₁H₂₈N₂OS 
• 1030017-25-4 C₁₈H₃₀N₂OS 
• 1030017-22-1 C₂₂H₂₈N₂O₂S 

Relevant articles and documents

6-Cyclohexylmethyl-3-hydroxypyrimidine-2,4-dione as an inhibitor scaffold of HIV reverase transcriptase: Impacts of the 3-OH on inhibiting RNase H and polymerase

3-Hydroxypyrimidine-2,4-dione (HPD) represents a versatile chemical core in the design of inhibitors of human immunodeficiency virus (HIV) reverse transcriptase (RT)-associated RNase H and integrase strand transfer (INST). We report herein the design, synthesis and biological evaluation of an HPD subtype (4) featuring a cyclohexylmethyl group at the C-6 position. Antiviral testing showed that most analogues of 4 inhibited HIV-1 in the low nanomolar to submicromolar range, without cytotoxicity at concentrations up to 100?μM. Biochemically, these analogues dually inhibited both the polymerase (pol) and the RNase H functions of RT, but not INST. Co-crystal structure of 4a with RT revealed a nonnucleoside RT inhibitor (NNRTI) binding mode. Interestingly, chemotype 11, the synthetic precursor of 4 lacking the 3-OH group, did not inhibit RNase H while potently inhibiting pol. By virtue of the potent antiviral activity and biochemical RNase H inhibition, HPD subtype 4 could provide a viable platform for eventually achieving potent and selective RNase H inhibition through further medicinal chemistry.

Synthesis and biological evaluation of novel dihydro-aryl/alkylsulfanyl- cyclohexylmethyl-oxopyrimidines (S-DACOs) as high active anti-HIV agents

A novel dihydro-aryl/alkylsulfanyl-cyclohexylmethyl-oxopyrimidines (S-DACOs) combinatory library was synthesized and evaluated with C8166 cells infected by the HIV-1IIIB in vitro, using Nevirapine (NVP) and Zidovudine (AZT) as positive control.