84955-31-7

Basic information

• Product Name: 2-Amino-4-chloropyrrolo[2,3-d]pyrimidine
• Synonyms: 4-CHLORO-7H-PYRROLO[2,3-D]PYRIMIDIN-2-AMINE;6-CHLORO-7-DEAZAGUANINE;2-Amino-4-chloropyrrolo[2,3-d]pyrimidine;7H-Pyrrolo[2,3-d]pyrimidin-2-amine, 4-chloro-;4-CHLORO-3,7-DIHYDRO-4H-PYRROLO[2,3-D]PYRIMIDIN-2-YLAMINE;4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-2-ylamine;2-Amino-4-Chloro-7H-pyrrolo[2,3-d]pyrimidine;2-amino-6-chloro-7-deazapurine
• CAS NO: 84955-31-7
• Molecular Formula: C₆H₅ClN₄
• Molecular Weight: 168.58
• EINECS: 2017-001-1
• Product Categories: CHIRAL CHEMICALS;Bases & Related Reagents;Intermediates;Nucleotides
• Mol File: 84955-31-7.mol
• Article Data: 22

Chemical Properties

• Melting Point: 215-217°C
• Boiling Point: 472.3 °C at 760 mmHg
• Flash Point: 239.4 °C
• Appearance: Pale yellow to yellow/Powder
• Density: 1.643 g/cm³
• Vapor Pressure: 4.33E-09mmHg at 25°C
• Refractive Index: 1.8
• Storage Temp.: -20°C Freezer
• Solubility: DMSO (Slightly), Methanol (Slightly, Sonicated)
• PKA: 10.68±0.20(Predicted)
• Stability: Hygroscopic
• CAS DataBase Reference: 2-Amino-4-chloropyrrolo[2,3-d]pyrimidine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-4-chloropyrrolo[2,3-d]pyrimidine(84955-31-7)
• EPA Substance Registry System: 2-Amino-4-chloropyrrolo[2,3-d]pyrimidine(84955-31-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 84955-31-7(Hazardous Substances Data)

Usage

Chemical Properties

White Crystalline Solid

Uses

6-Chloro-7-deazaguanine (cas# 84955-31-7) is a compound useful in organic synthesis.

InChI:InChI=1/C6H5ClN4/c7-4-3-1-2-9-5(3)11-6(8)10-4/h1-2H,(H3,8,9,10,11)

Upstream product

• 7355-55-7 2-amino-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one 
• 52133-67-2 ethyl 2-cyano-4,4-diethoxybutyrate 
• 63026-85-7 2,6-diamino-5-(3,3-diethoxyethyl)pyrimidin-4(3H)-one 
• 84981-48-6 2-Amino-4-(2-hydroxyethylthio)-7H-pyrrolo<2,3-d>pyrimidin 
• 7355-55-7 2-amino-4-hydroxy-7H-pyrrolo[2,3-d]pyrimidine 

Downstream Products

• 90213-74-4 2-Amino-4-chloro-7-(2,3,5-tri-O-benzyl-β-D-arabinofuranosyl)-7H-pyrrolo[2,3-d]-pyrimidine 
• 90213-73-3 2-Amino-4-chlor-7-(2,3,5-tri-O-benzyl-α-D-arabinofuranosyl)-7H-pyrrolo<2,3-d>pyrimidin 
• 104291-22-7 2-Amino-4-chlor-7-<2-desoxy-3,5-di-O-(p-toluoyl)-α-D-erythro-pentofuranosyl>-7H-pyrrolo<2,3-d>pyrimidin 
• 104291-20-5 2-Amino-4-chlor-7-<2-desoxy-3,5-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl>-7H-pyrrolo<2,3-d>pyrimidin 
• 115479-40-8 4-chloro-7-{5′-O-[(1,1-dimethylethyl)-dimethylsilyl]-2′,3′-O-(1-methylethylidene)-β-D-ribofuranosyl}-7H-pyrrolo[2,3-d]pyrimidine-2-amine 
• 84955-32-8 2-amino-4-methoxy-7H-pyrrolo[2,3-d]-pyrimidine 
• 149765-15-1 N-(4-chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethyl-propionamide 
• 131981-24-3 4-chloro-7-<5'-O-<(1,1-dimethylethyl)dimethylsilyl>-2',3'-O-(1-methylethylidene)-α-D-ribofuranosyl>-7H-pyrrolo<2,3-d>pyrimidin-2-amine 
• 93366-88-2 2-Amino-7H-pyrrolo<2,3-d>pyrimidin 
• 90213-66-4 2,4-dichloro-7H-pyrrolo[2,3-d]pyrimidine 
• 99044-54-9 2-amino-7-benzyl-4-chloropyrrolo<2,3-d>pyrimidine 
• 207674-20-2 2-Amino-6-chloro-9-(4',6'-di-O-benzoyl-2',3'-dideoxy-β-D-glucopyranosyl)-7-carbapurin 
• 655245-84-4 7-(2-benzyloxymethyl-[1,3]dioxolan-4-yl)-4-chloro-7H-pyrrolo[2,3-d]pyrimidin-2-ylamine 
• 655245-85-5 7-(2-benzyloxymethyl-5-methyl-[1,3]dioxolan-4-yl)-4-chloro-7H-pyrrolo[2,3-d]pyrimidin-2-ylamine 

Relevant articles and documents

Design, synthesis and in vitro apoptotic mechanism of novel pyrrolopyrimidine derivatives

In this work we described the synthesis and evaluation of cytotoxic and apoptotic activity of novel pyrrolopyrimidine derivatives against A549, PC3 and MCF-7 cells. Among the synthesized compounds, 6b, 8a, 9a and 7a, 8b displayed the significant cytotoxic

Synthesis of Galactosyl-Queuosine and Distribution of Hypermodified Q-Nucleosides in Mouse Tissues

Queuosine (Q) is a hypermodified RNA nucleoside that is found in tRNAHis, tRNAAsn, tRNATyr, and tRNAAsp. It is located at the wobble position of the tRNA anticodon loop, where it can interact with U as well as C bases located at the respective position of the corresponding mRNA codons. In tRNATyr and tRNAAsp of higher eukaryotes, including humans, the Q base is for yet unknown reasons further modified by the addition of a galactose and a mannose sugar, respectively. The reason for this additional modification, and how the sugar modification is orchestrated with Q formation and insertion, is unknown. Here, we report a total synthesis of the hypermodified nucleoside galactosyl-queuosine (galQ). The availability of the compound enabled us to study the absolute levels of the Q-family nucleosides in six different organs of newborn and adult mice, and also in human cytosolic tRNA. Our synthesis now paves the way to a more detailed analysis of the biological function of the Q-nucleoside family.

Nucleoside heterocycle that binds to both thymidine and cytidine

This application discloses nucleoside analogs that when incorporated into a oligonucleotide, forms a nucleobase pair with either thymidine or cytidine that are present in a complementary strand at the paired position. These analogs are called “purine bive