272-14-0

Basic information

• Product Name: thieno[3,2-c]pyridine
• Synonyms: thieno[3,2-c]pyridine;Thieno[3,2-c]pyridine (6CI,8CI,9CI);5-Azathianaphthene;5-Aza-1-benzothiophene, 5-Azabenzo[b]thiophene;Thieno[3,2-c]pyridine≥ 98% (HPLC);Thieno[3,2-C]Pyridine(WXC01943)
• CAS NO: 272-14-0
• Molecular Formula: C₇H₅NS
• Molecular Weight: 135.1863
• EINECS: 205-984-7
• Product Categories: THIENOPYRIDINE;Building Blocks;Thieno[x,x-y]pyridine;Aromatics;Heterocycles;Sulfur & Selenium Compounds;Heterocycle-Pyridine series
• Mol File: 272-14-0.mol
• Article Data: 9

Chemical Properties

• Melting Point: 47-49℃
• Boiling Point: 255.1±13.0℃ (760 Torr)
• Flash Point: 112.3±10.2℃
• Appearance: /
• Density: 1.272±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 0.0266mmHg at 25°C
• Refractive Index: 1.689
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: Chloroform, Acetone
• PKA: 4.83±0.30(Predicted)
• CAS DataBase Reference: thieno[3,2-c]pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: thieno[3,2-c]pyridine(272-14-0)
• EPA Substance Registry System: thieno[3,2-c]pyridine(272-14-0)

Safety Data

• Hazardous Substances Data: 272-14-0(Hazardous Substances Data)

Usage

Chemical Properties

White to off-white solid

Uses

Different sources of media describe the Uses of 272-14-0 differently. You can refer to the following data:
1. An intermediate of Ticlopidine
2. An intermediate of Ticlopidine (T438325). Thieno[3,2-c]pyridine derivatives are used for treatment of inflammatory disorders.

Synthesis Reference(s)

Journal of Heterocyclic Chemistry, 13, p. 1347, 1976 DOI: 10.1002/jhet.5570130643

InChI:InChI=1/C7H5NS/c1-3-8-5-6-2-4-9-7(1)6/h1-5H

Upstream product

• 60249-09-4 thieno[3,2-c]pyridine-6-carboxylic acid 
• 28783-41-7 6,7-dihydro-4H-thieno[3,2-c]pyridine hydrochloride 
• 58754-98-6 N-(2,2-dimethoxyethyl)-4-methyl-N-(thiophen-2-ylmethyl)benzenesulfonamide 
• 58754-99-7 dimethoxy-N-(thiophen-2-ylmethyl)ethanamine 
• 98-03-3 thiophene-2-carbaldehyde 
• 54903-50-3 4,5,6,7-tetrahydrothieno[3,2-c]pyridine 
• 61962-72-9 7-methoxy-4,5,6,7-tetrahydro-thieno(3,2-c)pyridine hydrochloride 
• 98-59-9 p-toluenesulfonyl chloride 
• 60249-07-2 ethyl thieno<3,2-c>pyridine-6-carboxylate 
• 73099-84-0 5-(2-chloro-benzyl)-7-hydroxy-6,7-dihydro-thieno[3,2-c]pyridinium; bromide 
• 61923-09-9 5-(2-chloro-benzyl)-4,5,6,7-tetrahydro-thieno[3,2-c]pyridin-7-ol 
• 92642-98-3 2-Vinylthiophene-3-carbaldehyde Ethylene Acetal 
• 41057-09-4 2-Vinylthiophene-3-carbaldehyde 
• 13250-83-4 2,3-Thiophenedicarbaldehyde 3-(Ethylene acetal) 

Downstream Products

• 870774-03-1 4-{1-[5-(4-chloro-phenyl)-oxazol-2-yl]-1-methyl-ethyl}-1-[5-(2,2-dimethyl-3a,9b-dihydro-4H-chromeno[4,3-d]oxazol-1-yl)-2-hydroxy-5-oxo-4-thieno[3,2-c]pyridin-2-ylmethyl-pentyl]-piperazine-2-carboxylic acid (2,2,2-trifluoro-ethyl)-amide 
• 86236-37-5 thieno[3,2-c]pyridine-2-carboxylic acid 
• 568582-98-9 thieno[3,2-c]pyridin-2-yl-2-boronic acid 
• 709649-71-8 N-methyl-1-(thieno[3,2-c]pyridin-2-yl)methanamine 
• 1402598-44-0 N-(phenyl(thieno[3,2-c]pyridin-2-yl)methyl)-3,4-dihydro-2H-1,5-benzodioxepine-7-sulfonamide 
• 94226-19-4 thieno[3,2-c]pyridine-2-carbaldehyde 
• 94226-20-7 2-bromothieno[3,2-c]pyridine 
• 94226-18-3 thieno[3,2-c]pyridin-2-amine 
• 28783-18-8 3-bromo-thieno[3,2-c]pyridine 
• 54903-46-7 3-(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-ylmethyl)-phenol 
• 55143-01-6 4-(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-ylmethyl)-phenol 
• 86344-88-9 Thieno<3,2-c>pyridin-4-carbonitril 
• 29389-86-4 5-benzoyl-4,5-dihydro-thieno[3,2-c]pyridine-4-carbonitrile 
• 55142-95-5 5-(3,4-dimethoxy-benzyl)-4,5,6,7-tetrahydro-thieno[3,2-c]pyridine 

Relevant articles and documents

Design, synthesis, and antifibrosis evaluation of 4-(benzo-[c][1,2,5]thiadiazol-5-yl)-3(5)-(6-methyl- pyridin-2-yl)pyrazole and 3(5)-(6-methylpyridin- 2-yl)-4-(thieno-[3,2,-c]pyridin-2-yl)pyrazole derivatives

Six series of 4-(benzo[c][1,2,5]thiadiazol-5-yl)-3(5)-(6-methylpyridin-2-yl)- pyrazoles 18a–d, 19a–d, 22a–d and 3(5)-(6-methylpyridin-2-yl)-4-(thieno[3,2,-c]- pyridin-2-yl)pyrazoles 20a–d, 21a–d, 23c, 23d have been synthesized and evaluated for their activin receptor-like kinase 5 (ALK5) and p38α mitogen activated protein (MAP) kinase inhibitory activities in enzymatic assays. Among these compounds, the most active compound, 22c, inhibited ALK5 phosphorylation with an IC50 value of 0.030 μM in the enzymatic assay. Compound 22c showed four-fold more potent activity against ALK5 kinase than the clinical candidate, compound LY-2157299. The selectivity index of 22c against p38α MAP kinase is 235, which is much higher than that of LY-2157299 (4) and equally selective to that of EW-7197 (218). Compound 22c effectively suppressed protein and mRNA expression of collagen I and α-SMA in TGF-β-induced LX-2 human hepatic stellate cell (HSC), this result shows that compound 22c has the ability to inhibit the activation of HSC. Compound 22c is expected to be a preclinical candidate for the treatment of hepatic fibrosis.

Preparation method of thienopyridine heterocyclic compound and derivatives thereof

The invention discloses a preparation method of a thienopyridine heterocyclic compound and derivatives thereof. The provided preparation method is different from reported methods. According to the preparation method, 4,5,6,7-tetrahydrothieno[3,2-c]pyridine hydrochloride is taken as the raw material and is cheap and easily available; the reaction conditions of all steps are mild; the operation of post treatment is simple; the reaction yield is high, and the requirements of industrial production are met. The thienopyridine heterocyclic compound and derivatives thereof have a wide application value in fields such as ionic liquid, ionic liquid crystal, organic semiconductor materials, and the like.

Rho-kinase inhibitors

Disclosed are compounds and derivatives thereof, their synthesis, and their use as Rho-kinase inhibitors. These compounds of the present invention are useful for inhibiting tumor growth, treating erectile dysfunction, and treating other indications mediated by Rho-kinase, e.g., coronary heart disease.