173459-03-5

Basic information

• Product Name: 7H-Pyrrolo[2,3-d]pyriMidine, 4-chloro-6-(4-Methoxyphenyl)-
• Synonyms: 7H-Pyrrolo[2,3-d]pyriMidine, 4-chloro-6-(4-Methoxyphenyl)-;4-Chloro-6-(4-Methoxy-phenyl)-7H-pyrrolo[2,3-d]pyriMidine
• CAS NO: 173459-03-5
• Molecular Formula: C₁₃H₁₀ClN₃O
• Molecular Weight: 259.691
• Mol File: 173459-03-5.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 7H-Pyrrolo[2,3-d]pyriMidine, 4-chloro-6-(4-Methoxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 7H-Pyrrolo[2,3-d]pyriMidine, 4-chloro-6-(4-Methoxyphenyl)-(173459-03-5)
• EPA Substance Registry System: 7H-Pyrrolo[2,3-d]pyriMidine, 4-chloro-6-(4-Methoxyphenyl)-(173459-03-5)

Safety Data

• Hazardous Substances Data: 173459-03-5(Hazardous Substances Data)

Usage

General Description

7H-Pyrrolo[2,3-d]pyrimidine, 4-chloro-6-(4-Methoxyphenyl)- is a chemical compound with the molecular formula C13H10ClN3O, which belongs to the class of pyrrolopyrimidine derivatives. It is a heterocyclic aromatic compound containing a pyrrolopyrimidine skeleton with a 4-chloro-6-(4-methoxyphenyl) substituent. 7H-Pyrrolo[2,3-d]pyriMidine, 4-chloro-6-(4-Methoxyphenyl)- has potential applications in the field of medicinal chemistry and drug discovery due to its structural features and pharmacological properties. It may be used as a starting material for the synthesis of biologically active compounds or as a reference standard in analytical chemistry. Further research and studies are needed to explore its potential uses and properties.

Upstream product

• 2632-13-5 2-Bromo-4'-methoxyacetophenone 
• 173458-92-9 2-amino-3-carboxethyl-5-(4-methoxyphenyl)-pyrrole 
• 173458-97-4 4-hydroxy-6-(4-methoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidine 

Downstream Products

• 1011717-24-0 (R)-N-(1-(4-fluorophenyl)ethyl)-6-(4-methoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine 
• 1011717-27-3 N-benzyl-6-(4-methoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine 
• 1057142-32-1 4-Chloro-7-isopropyl-6-(4-methoxy-phenyl)-7H-pyrrolo[2,3-d]pyrimidine 
• 1220121-07-2 C₂₀H₁₇FN₄O 
• 1220121-08-3 C₂₀H₁₇FN₄O 
• 1220121-06-1 C₂₀H₁₇FN₄O 
• 1220121-05-0 C₂₁H₁₉FN₄O 
• 1220121-04-9 C₂₁H₁₉FN₄O 
• 1350639-79-0 (R)-4-(4-((1-phenylethyl)amino)-7H-pyrrolo[2,3-d]pyrimidin-6-yl)phenol hydrobromide 
• 1350639-80-3 (R)-4-(4-((1-(4-fluorophenyl)ethyl)amino)-7H-pyrrolo[2,3-d]pyrimidin-6-yl)phenol hydrobromide 
• 1350639-81-4 (R)-4-(4-((1-(4-bromophenyl)ethyl)amino)-7H-pyrrolo[2,3-d]pyrimidin-6-yl)phenol hydrobromide 
• 1350639-82-5 (R)-4-(4-((1-(p-tolyl)ethyl)amino)-7H-pyrrolo[2,3-d]pyrimidin-6-yl)phenol hydrobromide 
• 1350639-84-7 (R)-4-(4-((1-(2-fluorophenyl)ethyl)amino)-7H-pyrrolo[2,3-d]pyrimidin-6-yl)phenol hydrobromide 
• 1350639-86-9 (R)-4-(4-((1-(3-fluorophenyl)ethyl)amino)-7H-pyrrolo[2,3-d]pyrimidin-6-yl)phenol hydrobromide 

Relevant articles and documents

Activity of 6-aryl-pyrrolo[2,3-d]pyrimidine-4-amines to Tetrahymena

A series 6-aryl-pyrrolo[2,3-d]pyrimidine-4-amines (43 compounds), some of which are epidermal growth factor tyrosine kinase inhibitors, were tested for their protozoal toxicity using an environmental Tetrahymena strain as model organism. The protozoacidal activity of the analogues was found to be highly dependent on a 4-hydroxyl group at the 6-aryl ring, and a chiral 1-phenylethanamine substituent in position 4. Further, the potency was affected by the aromatic substitution pattern of the phenylethanamine: the unsubstituted, the meta-fluoro and the para-bromo substituted derivatives had the lowest minimum protozoacidal concentrations (8-16 μg/mL). Surprisingly, both enantiomers were found to have high potency suggesting that this compound class could have several modes of action. No correlation was found between the compounds protozoacidal activity and the in vitro epidermal growth factor receptor tyrosine kinase inhibitory potency. This suggests that the observed antimicrobial effects are related to other targets. Testing towards a panel of kinases indicated several alternative modes of action.

1H,13C and19FNMR data of N-substituted 6-(4-methoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amines in DMSO-d6

Chemical shift assignment of seven N-substituted 6-(4-methoxyphenyl)-7H- pyrrolo[2, 3-d]pyrimidin-4-amines, six of which are fluorinated, have been performed based on 1H, 13C, 19F, and 2D COSY, HMBC and HSQC experiments. C

MULTI-FUNCTIONAL SMALL MOLECULES AS ANTI-PROLIFERATIVE AGENTS

The present invention relates to the compositions, methods, and applications of a novel approach to selective inhibition of several cellular or molecular targets with a single small molecule. More specifically, the present invention relates to multi-functional small molecules wherein one functionality is capable of inhibiting histone deacetylases (HDAC) and the other functionality is capable of inhibiting a different cellular or molecular pathway involved in aberrant cell proliferation, differentiation or survival.