1315334-20-3

Basic information

• Product Name: (5R,8S,11S)-8-isopropyl-11-(4-mercaptobut-1-enyl)-5-methyl-10-oxa-3,17-dithia-7,14,19,20-tetraazatricyclo[14.2.1.1(2,5)]icosa-1⁽¹⁸⁾,2⁽²⁰⁾,16⁽¹⁹⁾-triene-6,9,13-trione
• Synonyms: (5R,8S,11S)-8-isopropyl-11-(4-mercaptobut-1-enyl)-5-methyl-10-oxa-3,17-dithia-7,14,19,20-tetraazatricyclo[14.2.1.1(2,5)]icosa-1⁽¹⁸⁾,2⁽²⁰⁾,16⁽¹⁹⁾-triene-6,9,13-trione
• CAS NO: 1315334-20-3
• Molecular Weight: 586.8
• Mol File: 1315334-20-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (5R,8S,11S)-8-isopropyl-11-(4-mercaptobut-1-enyl)-5-methyl-10-oxa-3,17-dithia-7,14,19,20-tetraazatricyclo[14.2.1.1(2,5)]icosa-1⁽¹⁸⁾,2⁽²⁰⁾,16⁽¹⁹⁾-triene-6,9,13-trione(CAS DataBase Reference)
• NIST Chemistry Reference: (5R,8S,11S)-8-isopropyl-11-(4-mercaptobut-1-enyl)-5-methyl-10-oxa-3,17-dithia-7,14,19,20-tetraazatricyclo[14.2.1.1(2,5)]icosa-1⁽¹⁸⁾,2⁽²⁰⁾,16⁽¹⁹⁾-triene-6,9,13-trione(1315334-20-3)
• EPA Substance Registry System: (5R,8S,11S)-8-isopropyl-11-(4-mercaptobut-1-enyl)-5-methyl-10-oxa-3,17-dithia-7,14,19,20-tetraazatricyclo[14.2.1.1(2,5)]icosa-1⁽¹⁸⁾,2⁽²⁰⁾,16⁽¹⁹⁾-triene-6,9,13-trione(1315334-20-3)

Safety Data

• Hazardous Substances Data: 1315334-20-3(Hazardous Substances Data)

Upstream product

• 129095-62-1 (R)-tert-butyl (1-amino-1-oxo-3-phenylpropan-2-yl)carbamate 
• 101924-70-3 (R)-methyl 2-(1-(tert-butoxycarbonylamino)-2-phenylethyl)thiazole-4-carboxylate 
• 1315334-29-2 C₄₇H₄₈N₄O₄S₃ 
• 1315334-28-1 (S,E)-2-(trimethylsilyl)ethyl 3-((S)-2-((R)-2-(2-((R)-1-(tert-butoxycarbonylamino)-2-phenylethyl)thiazol-4-yl)-4-methyl-4,5-dihydrothiazole-4-carboxamido)-3-methylbutanoyloxy)-7-(tritylthio)hept-4-enoate 
• 1315334-27-0 (R)-2-(2-((R)-1-(tert-butoxycarbonylamino)-2-phenylethyl)thiazol-4-yl)-4-methyl-4,5-dihydrothiazole-4-carboxylic acid 
• 1315334-26-9 (R)-tert-butyl 1-(4-cyanothiazol-2-yl)-2-phenylethylcarbamate 
• 1315334-25-8 (R)-tert-butyl 1-(4-carbamoylthiazol-2-yl)-2-phenylethylcarbamate 
• 1137735-74-0 (S,E)-2-(trimethylsilyl)ethyl 3-(((S)-2-amino-3-methylbutanoyl)oxy)-7-(tritylthio)hept-4-enoate 

Relevant articles and documents

Total synthesis of largazole and analogues: HDAC inhibition, antiproliferative activity and metabolic stability

The total synthesis of largazole and four analogues is reported. All analogues were nanomolar HDAC inhibitors. The antiproliferative activity is driven by lipophilicity and cell permeability. In murine liver homogenates, largazole is rapidly metabolized (half-life ≤5 min) to the thiol which has a half-life of 51 min.