Latanoprost ethyl amide

Base Information

• Chemical Name: Latanoprost ethyl amide
• CAS No.: 607351-44-0
• Molecular Formula: C25H39NO4
• Molecular Weight: 417.6
• DSSTox Substance ID: DTXSID601111765
• Mol file: 607351-44-0.mol

Synonyms:Latanoprost ethyl amide;607351-44-0;LAT-NET;(Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl]-N-ethylhept-5-enamide;SCHEMBL10103918;CHEBI:188077;KNXVTDOCIZLXFW-SQACBOECSA-N;DTXSID601111765;HMS3648J14;AKOS040755945;SR-01000946517;SR-01000946517-1;N-Ethyl-9.alpha.,11.alpha.,15R-trihydroxy-17-phenyl-18,19,20-trinor-prost-5Z-en-1-amide;(5Z)-7-[(1R,2R,3R,5S)-3,5-Dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl]-N-ethyl-5-heptenamide

Chemical Property of Latanoprost ethyl amide

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 13
• Exact Mass: 417.28790873
• Heavy Atom Count: 30
• Complexity: 503

Purity/Quality:

99% ^*data from raw suppliers

13,14-DihydroBimatoprost ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCNC(=O)CCCC=CCC1C(CC(C1CCC(CCC2=CC=CC=C2)O)O)O
• Isomeric SMILES: CCNC(=O)CCC/C=C\C[C@H]1[C@H](C[C@H]([C@@H]1CC[C@H](CCC2=CC=CC=C2)O)O)O
• Description: Latanoprost ethyl amide (Lat-NEt) is a latanoprost analog in which the C-1 carboxyl group has been modified to an N-ethyl amide. Prostaglandin esters have been shown to have ocular hypotensive activity. Prostaglandin N-ethyl amides were recently introduced as alternative prostaglandin ocular hypotensive prodrugs. Although it has been claimed that prostaglandin ethyl amides are not converted to the free acids in vivo, studies in our laboratories have shown that bovine and human corneal tissue converts the N-ethyl amides of various prostaglandins to the free acids with a conversion rate of about 2.5 μg/g corneal tissue/hr. Lat-NEt would be expected to show the typical intraocular effects of Latanoprost free acid, but with the much slower hydrolysis pharmacokinetics of the prostaglandin N-amides.
• Uses: 13,14-Dihydro Bimatoprost can be used as reactant/reagent for preparation of nitrooxy prostamides for treatment of glaucoma. Analog or impurity of the drug Bimatoprost (B386800).