18799-85-4

Basic information

• Product Name: 5-Iodo-3-thiophenecarbaldehyde
• Synonyms: 5-Iodo-3-thiophenecarbaldehyde;5-Iodothiophene-3-carbaldehyde
• CAS NO: 18799-85-4
• Molecular Formula: C₅H₃IOS
• Molecular Weight: 238.05
• Mol File: 18799-85-4.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 5-Iodo-3-thiophenecarbaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Iodo-3-thiophenecarbaldehyde(18799-85-4)
• EPA Substance Registry System: 5-Iodo-3-thiophenecarbaldehyde(18799-85-4)

Safety Data

• Hazardous Substances Data: 18799-85-4(Hazardous Substances Data)

Upstream product

• 498-62-4 3-thiophene carboxaldehyde 
• 7732-18-5 water 

Downstream Products

• 186549-27-9 RPR120844 
• 280781-47-7 (S)-1-((R)-2-Methanesulfonylamino-3,3-diphenyl-propionyl)-pyrrolidine-2-carboxylic acid (5-cyano-thiophen-3-ylmethyl)-amide 
• 232280-77-2 4-aminomethyl-thiophene-2-carbonitrile 
• 1026963-96-1 ((R)-1-{(S)-2-[(5-Cyano-thiophen-3-ylmethyl)-carbamoyl]-pyrrolidine-1-carbonyl}-2,2-diphenyl-ethylamino)-acetic acid tert-butyl ester 
• 1025879-96-2 C₂₆H₂₇N₅O₄S₂ 
• 1027227-14-0 ((R)-1-{(S)-2-[(5-Cyano-thiophen-3-ylmethyl)-carbamoyl]-pyrrolidine-1-carbonyl}-2,2-diphenyl-ethyl)-carbamic acid methyl ester 
• 1027481-51-1 (S)-1-((R)-2-Amino-3,3-diphenyl-propionyl)-pyrrolidine-2-carboxylic acid (5-cyano-thiophen-3-ylmethyl)-amide 
• 186552-07-8 4-bromomethyl-thiophene-2-carbonitrile 

Relevant articles and documents

Solvent-Free and Liquid-Phase Iodination of Thiophene Derivatives with Potassium Dichloroiodate Monohydrate

Iodination of a series of benzene and thiophene derivatives by potassium dichloroiodate monohydrate was studied with and without a solvent. The liquid substrates tend to be more reactive in water while the solid substrates afford better yields in dichloromethane or under the solvent-free conditions. The 2-substituted thiophenes show good to excellent yields whereas the yield for 3-substituted and 3,4- or 2,4-disubstituted thiophenes and benzene derivatives are significantly lower. The mechanochemical reaction of 5-carbaldehyde-2,2′-bithiophene shows excellent yields, while 2,2′-bithiophene gives practical yields only in dichloromethane. In the case of thiophene and N -acetyl- p -toluidine, electrophilic iodination is accompanied by a small extent of chlorination.

Thrombin inhibitors

The present invention relates to a compound having formula I: and pharmaceutically acceptable salts thereof. The compounds of formula I and pharmaceutical compositions containing them are of the class of thrombin inhibitors which are useful as anticoagula

Design and structure-activity relationships of potent and selective inhibitors of blood coagulation factor Xa

The discovery of a series of non-peptide factor Xa (FXa) inhibitors incorporating 3-(s)-amino-2-pyrrolidinone as a central template is described. After identifying compound 4, improvements in in vitro potency involved modifications of the liphophilic group and optimizing the angle of presentation of the amidine group to the S1 pocket of FXa. These studies ultimately led to compound RPR120844, a potent inhibitor of FXa (K1 = 7 nM) which shows selectivity for FXa over trypsin, thrombin, and several fibrinolytic serine proteinases. RPR120844 is an effective anticoagulant in both the rat model of FeCl2-induced carotid artery thrombosis and the rabbit model of jugular vein thrombus formation.