13368-14-4

Basic information

• Product Name: 2-Chloro-6-hydroxypurine
• Synonyms: 2-CHLOROHYPOXANTHINE;2-Chloro-6-hydroxypurine;2-Chloro-3,7-dihydro-6H-purin-6-one;2-chloro-7H-purin-6-ol;2-Chloro-1H-purin-6(7H)-one
• CAS NO: 13368-14-4
• Molecular Formula: C₅H₃ClN₄O
• Molecular Weight: 170.56
• EINECS: 201-215-5
• Product Categories: Purines
• Mol File: 13368-14-4.mol

Chemical Properties

• Melting Point: >300 °C
• Boiling Point: 525.2°Cat760mmHg
• Flash Point: 271.4°C
• Appearance: /
• Density: 2.09g/cm³
• Vapor Pressure: 0.00356mmHg at 25°C
• Refractive Index: 1.91
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 7.95±0.20(Predicted)
• CAS DataBase Reference: 2-Chloro-6-hydroxypurine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Chloro-6-hydroxypurine(13368-14-4)
• EPA Substance Registry System: 2-Chloro-6-hydroxypurine(13368-14-4)

Safety Data

• Statements: 41
• Safety Statements: 26-39
• Hazardous Substances Data: 13368-14-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-Chloro-6-hydroxypurine is utilized as a pharmaceutical compound for its potential anti-viral and anti-cancer properties, offering a foundation for the development of new therapeutic agents targeting viral infections and cancer cells.
Used in Organic Synthesis:
In the field of organic chemistry, 2-Chloro-6-hydroxypurine serves as a valuable chemical intermediate, facilitating the synthesis of various complex organic molecules and contributing to the advancement of chemical research and development.

InChI:InChI=1/C5H3ClN4O/c6-5-9-3-2(4(11)10-5)7-1-8-3/h1-2H,(H,7,8,9,10,11)

Upstream product

• 5451-40-1 2,6-dichloro-7H-purine 

Downstream Products

• 6969-28-4 2-hydrazino-1,7-dihydro-purin-6-one 
• 76727-51-0 9-(2-amino-2-deoxy-β-D-ribofuranosyl)-2-chlorohypoxanthine 
• 60966-26-9 2'-amino-2'-deoxyguanosine 
• 34793-14-1 2-amino-9-(tri-O-acetyl-β-D-arabinofuranosyl)-1,9-dihydro-purine-6-thione 
• 38819-10-2 9-β-D-arabinofuranosyl-guanine 
• 74491-88-6 9-β-D-arabinofuranosyl-N2-ethylguanine 
• 123994-84-3 2-(3-chlorobenzylamino)-6-hydroxypurine 

Relevant articles and documents

NUCLEOSIDE DERIVATIVE OR SALT THEREOF, POLYNUCLEOTIDE SYNTHESIS REAGENT, METHOD FOR PRODUCING POLYNUCLEOTIDE, POLYNUCLEOTIDE, AND METHOD FOR PRODUCING BINDING NUCLEIC ACID MOLECULE

The present invention provides a novel nucleoside derivative or a salt thereof, a polynucleotide synthesis reagent, a method for producing a polynucleotide, a polynucleotide, and a method for producing a binding nucleic acid molecule. The nucleoside derivative or a salt thereof of the present invention is represented by the following chemical formula (1): where in the chemical formula (1), Su is an atomic group having a sugar skeleton at a nucleoside residue or an atomic group having a sugar phosphate skeleton at a nucleotide residue, and may or may not have a protecting group, L1 and L2 are each independently a straight-chain or branched, saturated or unsaturated hydrocarbon group having 2 to 10 carbon atoms, X1 and X2 are each independently an imino group (—NR1—), an ether group (—O—), or a thioether group (—S—), and the R1 is a hydrogen atom or a straight-chain or branched, saturated or unsaturated hydrocarbon group having 2 to 10 carbon atoms.

Synthesis of some biologically active halogenopurines

A series of some biologically active halogenopurines were synthesized from commercially available guanine (1). The reaction of guanine with acetic anhydride yielded 2,9-diacetylguanine (2-1) by acetylation reaction. Further treatment of 2-1 with POCl3 by PEG-2000 phase transfer catalysis furnished the important compound 3a, then 2-amino-6-halogenopurines (3b-d) were obtained through chlorine-exchange halogenations between KX and 3a by TPPB phase transfer catalyst. Further, 2-halogenopurines (2-2a-d, 4-2a-d, 5a-d) were efficiently prepared from 2-amino-6-substituted purines (1, 3a, 4-1) via a diazotization catalyzed by their corresponding CuX, and some new compounds 2-2a, 2-2c, 2-2d, 4-2c, 4-2d, 5b, 5c and 5d have been discovered. The structures of synthesized compounds were mainly established on the basis of their elemental analysis, 1H NMR, as well as their mass spectral data. All the title compounds were screened for their antifungal activities, and some of the compounds showed promising activity.

Process for preparing 2-chloro-1,7-dihydropurin-6-one and a process for its purification

A process for the preparation of 2-chloro-1,7-dihydropurin-6-one which comprises the steps of: a) suspending 2-thioxanthine in concentrated hydrocloric acid, to produce a suspension; and b) contacting the suspension with chlorine, to produce 2-chloro-1,7-dihydropurin-6-one.