151121-06-1

Basic information

• Product Name: 3-{(1S,3R)-3-(2-Hydroxy-ethyl)-2-[1-methoxy-meth-(E)-ylidene]-cyclohexyl}-propionitrile
• CAS NO: 151121-06-1
• Molecular Weight: 223.315
• Mol File: 151121-06-1.mol

Chemical Properties

• CAS DataBase Reference: 3-{(1S,3R)-3-(2-Hydroxy-ethyl)-2-[1-methoxy-meth-(E)-ylidene]-cyclohexyl}-propionitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 3-{(1S,3R)-3-(2-Hydroxy-ethyl)-2-[1-methoxy-meth-(E)-ylidene]-cyclohexyl}-propionitrile(151121-06-1)
• EPA Substance Registry System: 3-{(1S,3R)-3-(2-Hydroxy-ethyl)-2-[1-methoxy-meth-(E)-ylidene]-cyclohexyl}-propionitrile(151121-06-1)

Safety Data

• Hazardous Substances Data: 151121-06-1(Hazardous Substances Data)

Upstream product

• 141556-69-6 {3-(2-Cyano-ethyl)-2-[1-methoxy-meth-(E)-ylidene]-cyclohexyl}-acetic acid ethyl ester 

Downstream Products

• 141556-89-0 (1R,2S,6R,9R,12S)-2-(2-Benzyloxy-ethyl)-12-methoxy-9-methyl-10,11,13-trioxa-tricyclo[7.2.2.0^1,6]tridecane 
• 141556-73-2 Benzoic acid 2-((1S,2R,6S,9S,12R)-12-methoxy-9-methyl-10,11,13-trioxa-tricyclo[7.2.2.0^1,6]tridec-2-yl)-ethyl ester 
• 141556-75-4 Terephthalic acid mono-[2-((1S,2R,6S,9S,12R)-12-methoxy-9-methyl-10,11,13-trioxa-tricyclo[7.2.2.0^1,6]tridec-2-yl)-ethyl] ester 
• 141556-85-6 Toluene-4-sulfonic acid 2-((1S,2R,6S,9S,12R)-12-methoxy-9-methyl-10,11,13-trioxa-tricyclo[7.2.2.0^1,6]tridec-2-yl)-ethyl ester 
• 141556-74-3 Terephthalic acid 1-[2-((1R,2S,6R,9R,12S)-12-methoxy-9-methyl-10,11,13-trioxa-tricyclo[7.2.2.0^1,6]tridec-2-yl)-ethyl] ester 4-methyl ester 
• 141556-81-2 Diphenyl-carbamic acid 2-((1S,2R,6S,9S,12R)-12-methoxy-9-methyl-10,11,13-trioxa-tricyclo[7.2.2.0^1,6]tridec-2-yl)-ethyl ester 
• 141556-76-5 N,N-Diethyl-terephthalamic acid 2-((1S,2R,6S,9S,12R)-12-methoxy-9-methyl-10,11,13-trioxa-tricyclo[7.2.2.0^1,6]tridec-2-yl)-ethyl ester 
• 141556-86-7 2-[2-((1R,2S,6R,9R,12S)-12-Methoxy-9-methyl-10,11,13-trioxa-tricyclo[7.2.2.0^1,6]tridec-2-yl)-ethoxysulfonyl]-benzoic acid methyl ester 
• 141556-77-6 Terephthalic acid 1-(2-dimethylamino-ethyl) ester 4-[2-((1S,2R,6S,9S,12R)-12-methoxy-9-methyl-10,11,13-trioxa-tricyclo[7.2.2.0^1,6]tridec-2-yl)-ethyl] ester 
• 141556-82-3 Phosphoric acid 2-((1S,2R,6S,9S,12R)-12-methoxy-9-methyl-10,11,13-trioxa-tricyclo[7.2.2.0^1,6]tridec-2-yl)-ethyl ester diphenyl ester 
• 141556-71-0 4-{(1R,3S)-3-(2-Hydroxy-ethyl)-2-[1-methoxy-meth-(E)-ylidene]-cyclohexyl}-butan-2-one 

Relevant articles and documents

Extraordinarily potent antimalarial compounds: New, structurally simple, easily synthesized, tricyclic 1,2,4-trioxanes

New, racemic, tricyclic trioxane alcohol 3 was designed and synthesized as a structurally simple analog of clinically useful, tetracyclic, antimalarial artemisinin. A series of 20 ester and ether derivatives of alcohol 3 were prepared easily, without destruction of the essential trioxane system. Chemical structure-antimalarial activity for each derivative was evaluated in vitro against chloroquine-resistant and chloroquine-sensitive Plasmodium falciparum parasites. Many of these derivatives were highly efficacious; carboxylate ester 9f, carbamate ester 10a, and sulfonate ester 12a had antimalarial potency similar to that of artemisinin, and carboxylate esters 9b and 9d, carbamate esters 10b and 10c, and phosphate esters 11a-c had antimalarial potency up to 7 times higher than that of artemisinin. Several of these most active analogs (e.g., carboxylate 9b and carbamates 10a and 10c) are stable crystalline solids, a feature of considerable practical value for any new drug candidate.