1119280-66-8

Basic information

• Product Name: 2-CHLORO-5H-PYRROLO[3,2-D]PYRIMIDINE
• Synonyms: 2-CHLORO-5H-PYRROLO[3,2-D]PYRIMIDINE;2-Chloro-5H-pyrrolo[3,2-d...;2-chloro-5H-pyrrolo[3;5H-Pyrrolo[3,2-d]pyriMidine, 2-chloro-
• CAS NO: 1119280-66-8
• Molecular Formula: C₆H₄ClN₃
• Molecular Weight: 153.56906
• Product Categories: Heterocycle-Pyrimidine series
• Mol File: 1119280-66-8.mol
• Article Data: 4

Chemical Properties

• Melting Point: >230 °C
• Appearance: /
• Density: 1.531±0.06 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 12.25±0.40(Predicted)
• CAS DataBase Reference: 2-CHLORO-5H-PYRROLO[3,2-D]PYRIMIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-5H-PYRROLO[3,2-D]PYRIMIDINE(1119280-66-8)
• EPA Substance Registry System: 2-CHLORO-5H-PYRROLO[3,2-D]PYRIMIDINE(1119280-66-8)

Safety Data

• Hazardous Substances Data: 1119280-66-8(Hazardous Substances Data)

Usage

General Description

2-Chloro-5H-pyrrolo[3,2-d]pyrimidine is a synthetic chemical compound belonging to the class of organic compounds known as pyrrolopyrimidines. 2-Chloro-5H-pyrrolo[3,2-d]pyrimidine is recognized for its unique structured backbone, comprised of a pyrrolopyrimidine moiety, characterized by a pyrrole ring fused to a pyrimidine ring. It's usually a solid, pale-yellow powder at room temperature and is known for its low solubility in water. 2-Chloro-5H-pyrrolo[3,2-d]pyrimidine is not usually found in nature and is primarily synthesized in laboratories for various research purposes, including as a building block in the pharmaceutical industry to develop new drugs. As a specialty chemical, its physical properties may vary according to the specific production processes employed. It requires careful handling due to its sensitivity to air and light.

Upstream product

• 63200-54-4 2,4-dichloro-5H-pyrrolo[3,2-d]pyrimidine 

Downstream Products

• 1152473-54-5 N-(4-morpholinophenyl)-5H-pyrrolo[3,2-d]pyrimidin-2-amine 
• 1152475-50-7 2-chloro-7-iodo-5H-pyrrolo[3,2-d]pyrimidine 
• 1429882-43-8 4-(2-(butylamino)-5H-pyrrolo[3,2-d]pyrimidin-7-yl)cyclohexanone 
• 1429882-40-5 N-butyl-7-(4-((tert-butyldimethylsilyl)oxy)cyclohex-1-en-1-yl)-5-trityl-5H-pyrrolo[3,2-d]pyrimidin-2-amine 
• 1429882-39-2 7-(4-((tert-butyldimethylsilyl)oxy)cyclohex-1-en-1-yl)-2-chloro-5-trityl-5H-pyrrolo[3,2-d]pyrimidine 
• 1429882-38-1 4-((tert-butyldimethylsilyl)oxy)-1-(2-chloro-5-trityl-5H-pyrrolo[3,2-d]pyrimidin-7-yl)cyclohexanol 
• 1429882-37-0 7-bromo-2-chloro-5-trityl-5H-pyrrolo[3,2-d]pyrimidine 
• 1429882-36-9 7-bromo-2-chloro-5H-pyrrolo[3,2-d]pyrimidine 
• 1429882-18-7 4-(2-(butylamino)-5-(4-fluorophenyl)-6,7-dihydro-5H-pyrrolo[3,2-d]pyrimidin-7-yl)cyclohexanol 
• 1429882-35-8 4-(2-(butylamino)-5-(4-fluorophenyl)-5H-pyrrolo[3,2-d]pyrimidin-7-yl)cyclohex-3-enol? 
• 1429882-34-7 N-butyl-7-(4-(tert-butyldimethylsilyloxy)cyclohex-1-enyl)-5-(4-fluorophenyl)-5H-pyrrolo[3,2-d]pyrimidin-2-amine 
• 1429882-33-6 7-bromo-N-butyl-5-(4-fluorophenyl)-5H-pyrrolo[3,2-d]pyrimidin-2-amine 
• 1429882-32-5 N-butyl-5-(4-fluorophenyl)-5H-pyrrolo[3,2-d]pyrimidin-2-amine 

Relevant articles and documents

Discovery of 3-Cyano- N-(3-(1-isobutyrylpiperidin-4-yl)-1-methyl-4-(trifluoromethyl)-1 H-pyrrolo[2,3- b]pyridin-5-yl)benzamide: A Potent, Selective, and Orally Bioavailable Retinoic Acid Receptor-Related Orphan Receptor C2 Inverse Agonist

The nuclear hormone receptor retinoic acid receptor-related orphan C2 (RORC2, also known as RORγt) is a promising target for the treatment of autoimmune diseases. A small molecule, inverse agonist of the receptor is anticipated to reduce production of IL-17, a key proinflammatory cytokine. Through a high-throughput screening approach, we identified a molecule displaying promising binding affinity for RORC2, inhibition of IL-17 production in Th17 cells, and selectivity against the related RORA and RORB receptor isoforms. Lead optimization to improve the potency and metabolic stability of this hit focused on two key design strategies, namely, iterative optimization driven by increasing lipophilic efficiency and structure-guided conformational restriction to achieve optimal ground state energetics and maximize receptor residence time. This approach successfully identified 3-cyano-N-(3-(1-isobutyrylpiperidin-4-yl)-1-methyl-4-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-5-yl)benzamide as a potent and selective RORC2 inverse agonist, demonstrating good metabolic stability, oral bioavailability, and the ability to reduce IL-17 levels and skin inflammation in a preclinical in vivo animal model upon oral administration.

Method for selective dehalogenation in pyrimidine fused ring

The invention discloses a method for selective dehalogenation in pyrimidine fused ring. Through heating reaction between zinc powder and acetic acid solution, selective dehalogenation is conducted on pyrimidine ring to maintain original substituents on pyrimidine ring and fused ring. The method comprises few operation steps with high yield, and is applicable to mass production.