193975-33-6

Basic information

• Product Name: 5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4(3H)-one
• Synonyms: 5,6,7,8-TETRAHYDROPYRIDO[4,3-D]PYRIMIDIN-4(3H)-ONE;ethyl 4-chloro-8-iodoquinoline-3-carboxylate;Methyl 4-chloro-8-iodoquinoline-3-carboxylate;3-Quinolinecarboxylic acid, 4-chloro-8-iodo-,ethyl ester
• CAS NO: 193975-33-6
• Molecular Formula: C₁₂H₉ClINO₂
• Molecular Weight: 151.17
• Mol File: 193975-33-6.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 398.997 °C at 760 mmHg
• Flash Point: 195.107 °C
• Appearance: /
• Density: 1.762 g/cm³
• Refractive Index: 1.73
• PKA: -0.48±0.41(Predicted)
• CAS DataBase Reference: 5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4(3H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4(3H)-one(193975-33-6)
• EPA Substance Registry System: 5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4(3H)-one(193975-33-6)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 193975-33-6(Hazardous Substances Data)

Usage

Chemical Properties

Light yellow powder

InChI:InChI=1/C7H9N3O/c11-7-5-3-8-2-1-6(5)9-4-10-7/h4,8H,1-3H2,(H,9,10,11)

Upstream product

• 87-13-8 diethyl 2-ethoxymethylenemalonate 
• 615-43-0 2-iodophenylamine 
• 49713-42-0 ethyl 4-hydroxy-8-iodo-3-quinolinecarboxylate 
• 205597-70-2 8-iodo-4-oxo-1,4-dihydroquinoline-3-carboxylic acid ethyl ester 
• 49713-38-4 C₁₄H₁₆INO₄ 

Downstream Products

• 206258-20-0 4-[ethyl-(4-methoxy-benzenesulfonyl)-amino]-8-iodo-quinoline-3-carboxylic acid ethyl ester 
• 193975-16-5 8-Cyano-4-{3-[4-(4-fluoro-2-methoxy-phenyl)-piperazin-1-yl]-propylamino}-quinoline-3-carboxylic acid dimethylamide 
• 205597-71-3 8-Iodo-4-phenylamino-quinoline-3-carboxylic acid ethyl ester 

Relevant articles and documents

Synthesis and SAR of bicyclic heteroaryl hydroxamic acid MMP and TACE inhibitors

Potent and selective bicyclic heteroaryl hydroxamic acid MMP and TACE inhibitors were synthesized by a novel convergent route. Selectivity and efficacy versus MMPs and TACE could be controlled by appropriate substitution on the scaffolds and by variation of the P1′ group. Select compounds were found to be effective in in vivo models of arthritis.

N-Arylpiperazinyl-N'-propylamino derivatives of heteroaryl amides as functional uroselective α1-adrenoceptor antagonists

Novel arylpiperazines were identified as α1-adrenoceptor (AR) subtype- selective antagonists by functional in vitro screening. 3-[4-(ortho- Substituted phenyl)piperazin-1:yl]propylamines were derivatized with N,N- dimethyl anthranilamides, nicotinamides, as well as carboxamides of quinoline, 1,8-naphthyridine, pyrazolo[3,4-b]pyridine, isoxazolo[3,4- b]pyridine, imidazo[4,5-b]pyridine, and pyrazolo[1,5-a]pyrimidines. Strips of rabbit bladder neck were employed as a predictive assay for antagonism in the human lower tract. Rings of rat aorta were used as a 'negative screen' for the test antagonists. Binding to α1-ARs was relatively sensitive to size and electronic features of the arylpiperazine portion of the antagonists and permissive to these features on the heteroaryl carboxamide side. These structure-affinity findings were exploited to produce nicotinamides (e.g. 13ii and 25x) and pyrazolo[3,4-b]pyridines (e.g. 37f and 37y) ligands with nanomolar affinity at the α1-AR subtype prevalent in the human lower urinary tract (pA2 values: 8.8, 10.7, 9.3, and 9.9, respectively) and displaying 2-3 orders of magnitude selectivity over the α(1D)-AR.