2036-13-7

Basic information

• Product Name: 6-CYANOPURINE
• Synonyms: 6-PURINECARBONITRILE;6-CYANOPURINE;purine-6-carbonitrile;1H-purine-6-carbonitrile;1H-Purine-6-carbonitrile (9CI);6-Cyanoadenine;9H-Purine-6-carbonitrile;7H-purine-6-carbonitrile
• CAS NO: 2036-13-7
• Molecular Formula: C₆H₃N₅
• Molecular Weight: 145.12
• EINECS: 218-005-3
• Product Categories: PYRIMIDINE;Pyridines, Pyrimidines, Purines and Pteredines;Biochemicals and Reagents;Building Blocks;Chemical Synthesis;Heterocyclic Building Blocks;Nucleoside Analogs;Nucleosides;Nucleotides;Oligonucleotides;Purines
• Mol File: 2036-13-7.mol
• Article Data: 4

Chemical Properties

• Melting Point: 186-189 °C(lit.)
• Boiling Point: 529.5 °C at 760 mmHg
• Flash Point: 161.9 °C
• Appearance: /
• Density: 1.56 g/cm³
• Vapor Pressure: 0.00496mmHg at 25°C
• Refractive Index: 1.852
• CAS DataBase Reference: 6-CYANOPURINE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-CYANOPURINE(2036-13-7)
• EPA Substance Registry System: 6-CYANOPURINE(2036-13-7)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• RTECS: UO7518000
• Hazardous Substances Data: 2036-13-7(Hazardous Substances Data)

Usage

General Description

6-Cyanopurine, also known as Cytokinin or Zeatin, is an active form of a type of plant hormone recognized for its function in cell division and growth in plants. It is derived from adenine, a vital component of DNA, RNA, and ATP and is classified under the chemical class of purines. It is colorless, crystalline, and soluble in water and alcohol. 6-Cyanopurine has a potent biological activity stimulating cell proliferation, delaying leaf senescence, and also promoting the transition from vegetative to floral growth. It plays an instrumental role in stimulating bud formation and growth in tissue culture. However, high concentration or misuse of 6-Cyanopurine can lead to deformation or inhibition of growth in plants.

InChI:InChI=1/C6H3N5/c7-1-4-5-6(10-2-8-4)11-3-9-5/h2-3,5H

Upstream product

• 2545-26-8 6-iodopurine 
• 7306-68-5 6-chloro-9-(tetrahydro-2H-pyran-2-yl)-9H-purine 
• 165546-07-6 6-cyano-9-(tetrahydropyran-2-yl)purine 
• 2545-26-8 6-iodo-7H-purine 

Downstream Products

• 120-73-0 purine 
• 183194-16-3 [1-Benzyloxymethyl-2-(6-cyano-purin-9-yl)-ethoxymethyl]-phosphonic acid diisopropyl ester 
• 171284-42-7 9-<(1,3-dibenzoyloxy-2-propoxy)methyl>purine-6-carbonitrile 
• 128033-35-2 6-cyano-7,8-dihydropurine 
• 40769-67-3 6-Thiocarboxamidopurin 
• 37527-29-0 6-Carbamidopurin 
• 2365-43-7 7H-purine-6-carboxylic acid 
• 98141-15-2 C-(7(9)H-purin-6-yl)-methylamine 

Relevant articles and documents

A FACILE SYNTHESIS OF 6-CYANOPURINE BASES

A facile method of preparation of 6-cyanopurine bases from commercially available 6-chloropurines is reported.The 6-chloropurines were selectively protected by THP-functions and the protected derivatives reacted smoothly with tetraethylammonium cyanide and DABCO to give 6-cyanopurine derivatives that were easily deprotected to afford the title compounds.

Process for preparing diaminopyrimido(4,5-d)pyrimidine glycoside and glycotide

The aminoglycoside and aminoglycotide N4 -(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)pyrimido[4,5-d]pyrimidine-4,8-diamine and N4 -(5-O-phosphono-β-D-ribofuranosyl-pyrimido[4,5-d]pyrimidine-4,8-diamine exhibit antiviral activity as well as cytotoxic activity against the L1210 and mammary 16/C tumor cell lines. An improved method for their production involves the production of a sylilated intermediate and reaction of the intermediate with tetra-O-acetyl-β-D-ribofuranose in the presence of the specific catalyst trimethylsilyltrifluoromethanesulfonate.