35970-79-7

Basic information

• Product Name: 4-CHLORO-6-PHENYLTHIENO[2,3-D]PYRIMIDINE
• Synonyms: AURORA 20869;BUTTPARK 61\40-91;4-CHLORO-6-PHENYLTHIENO[2,3-D]PYRIMIDINE;OTAVA-BB BB7012780014;THIENO[2,3-D]PYRIMIDINE, 4-CHLORO-6-PHENYL-
• CAS NO: 35970-79-7
• Molecular Formula: C₁₂H₇ClN₂S
• Molecular Weight: 246.72
• Mol File: 35970-79-7.mol
• Article Data: 7

Chemical Properties

• Melting Point: 139 - 140 ºC
• Boiling Point: 417.4 °C at 760 mmHg
• Flash Point: 206.3 °C
• Appearance: /
• Density: 1.396 g/cm³
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-CHLORO-6-PHENYLTHIENO[2,3-D]PYRIMIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CHLORO-6-PHENYLTHIENO[2,3-D]PYRIMIDINE(35970-79-7)
• EPA Substance Registry System: 4-CHLORO-6-PHENYLTHIENO[2,3-D]PYRIMIDINE(35970-79-7)

Safety Data

• Hazard Codes: T
• Statements: 25-36
• Safety Statements: 26-45
• Hazardous Substances Data: 35970-79-7(Hazardous Substances Data)

Usage

General Description

4-CHLORO-6-PHENYLTHIENO[2,3-D]PYRIMIDINE is a chemical compound with the molecular formula C11H6ClN3S. It is a white to yellow crystalline powder with a molecular weight of 249.7 g/mol. 4-CHLORO-6-PHENYLTHIENO[2,3-D]PYRIMIDINE is a thienopyrimidine derivative with a chloro substituent at the 4 position and a phenyl group at the 6 position. It is commonly used in the pharmaceutical industry as a building block for the synthesis of various bioactive compounds. The presence of the thienopyrimidine ring in this compound makes it a versatile scaffold for the development of potential drug candidates with diverse biological activities.

Upstream product

• 35970-78-6 6-phenylthieno[2,3-d]pyrimidin-4(3H)-one 
• 4815-34-3 ethyl 2-amino-5-phenylthiophene-3-carboxylate 
• 122-78-1 phenylacetaldehyde 
• 14080-50-3 thieno[2,3-d]pyrimidin-4(3H)one 
• 56844-40-7 6-bromothieno[2,3-d]pyrimidin-4(3H)-one 
• 98-80-6 phenylboronic acid 
• 56844-12-3 6-bromo-4-chlorothieno[2,3-d]pyrimidine 
• 100-52-7 benzaldehyde 

Downstream Products

• 35970-80-0 4-hydrazino-6-phenyl-thieno[2,3-d]pyrimidine 
• 212268-46-7 (1-Benzenesulfonyl-1H-indol-5-yl)-(6-phenyl-thieno[3,2-d]pyrimidin-4-yl)-amine 
• 718615-92-0 4-iodo-6-phenylthieno[2,3-d]pyrimidine 
• 35970-81-1 8-phenyl-thieno[3,2-e][1,2,4]triazolo[4,3-c]pyrimidine 
• 1092976-15-2 Methyl 6-[(6-phenylthieno[2,3-d]pyrimidin-4-yl)amino]hexanoate 
• 1092976-17-4 tert-butyl (6R)-6-[(6-phenylthieno[2,3-d]pyrimidin-4-yl)oxy]heptanoate 
• 1335636-31-1 3-fluoro-4-(6-phenylthieno[2,3-d]pyrimidin-4-yloxy)aniline 
• 1321618-89-6 N-(3-fluoro-4-(6-phenylthieno[2,3-d]pyrimidin-4-yloxy)phenyl)-1-(4-fluoro phenyl)-2-oxo-1,2-dihydropyridine-3-carboxamide 
• 1610771-88-4 (((6-phenylthieno[2,3-d]pyrimidin-4-yl)amino)methyl)phosphonic acid 

Relevant articles and documents

The Discovery and Development of Thienopyrimidines as Inhibitors of Helicobacter pylori That Act through Inhibition of the Respiratory Complex i

The successful treatment of Helicobacter pylori infections is becoming increasingly difficult due to the rise of resistance against current broad spectrum triple therapy regimens. In the search for narrow-spectrum agents against H. pylori, a high-throughp

Subtle modifications to a thieno[2,3-d]pyrimidine scaffold yield negative allosteric modulators and agonists of the dopamine D2 receptor

We recently described a structurally novel series of negative allosteric modulators (NAMs) of the dopamine D2 receptor (D2R) based on thieno[2,3-d]pyrimidine 1, showing it can be structurally simplified to reveal low molecular weight, fragment-like NAMs that retain robust negative cooperativity, such as 3. Herein, we report the synthesis and functional profiling of analogues of 3, placing specific emphasis on examining secondary and tertiary amino substituents at the 4-position, combined with a range of substituents at the 5/6-positions (e.g. aromatic/aliphatic carbocycles). We identify analogues with diverse pharmacology at the D2R including NAMs with sub-μM affinity (9h) and, surprisingly, low efficacy partial agonists (9d and 9i).

Design and synthesis of novel protein kinase CK2 inhibitors on the base of 4-aminothieno[2,3-d]pyrimidines

An extension of our previous research work has resulted in a number of new ATP-competitive CK2 inhibitors that have been identified among 4-aminothieno[2,3-d]pyrimidine derivatives. The most active compounds obtained in the course of the research are 3-(5-p-tolyl-thieno[2,3-d]pyrimidin-4-ylamino)-benzoic acid, 5e (NHTP23, IC50 = 0.01 μM), 3-(5-phenyl-thieno[2,3-d]pyrimidin-4-ylamino)-benzoic acid, 5g (NHTP25, IC50 = 0.065 μM) and 3-(6-methyl-5-phenyl-thieno[2,3-d]pyrimidin-4-ylamino)-benzoic acid, 5n (NHTP33, IC50 = 0.008 μM). Structure-activity relationships of the tested 4-aminothieno[2,3-d]pyrimidine derivatives have been studied and their binding mode with ATP-acceptor site of CK2 has been proposed. A negative effect of intramolecular hydrogen bonding in the compounds' structure is discussed.