Introduction：Basic information about 6-Chloropurine CAS 87-42-3, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
6-Chloropurine Basic information
| Product Name: | 6-Chloropurine |
| Synonyms: | 6-CHLOROPURINE 98.5+%;6-CHLOROPURINE extrapure;6-CHLOROPURINE (6ClP);9H-Purine, 6-chloro-;6-Chloropurine, 99+% 5GR;6-chloro-5H-purine;1H-Purine, 6-chloro-;6-chloro-1h-purin |
| CAS: | 87-42-3 |
| MF: | C5H3ClN4 |
| MW: | 154.56 |
| EINECS: | 201-745-6 |
| Product Categories: | Building Blocks;Chemical Synthesis;Halogenated Heterocycles;Heterocyclic Building Blocks;Biochemicals and Reagents;Nucleosides;Oligonucleotides;Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;PurinesHeterocyclic Building Blocks;NucleosidesHeterocyclic Building Blocks;Biochemicals and Reagents;Nucleosides, Nucleotides, Oligonucleotides;Biochemistry;Nucleobases and their analogs;Nucleosides, Nucleotides & Related Reagents;Nucleic acids;Bases & Related Reagents;Nucleotides;Intermediates & Fine Chemicals;Pharmaceuticals;Heterocyclic Compounds;Nucleotides and Nucleosides;Purines;FINE Chemical & INTERMEDIATES;bc0001;87-42-3;john's |
| Mol File: | 87-42-3.mol |
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6-Chloropurine Chemical Properties
| Melting point | >300 °C (dec.) (lit.) |
| Boiling point | 254.17°C (rough estimate) |
| density | 1.4649 (rough estimate) |
| refractive index | 1.8430 (estimate) |
| storage temp. | Keep in dark place,Sealed in dry,Room Temperature |
| solubility | 5 g/L |
| pka | 7.47±0.20(Predicted) |
| form | crystalline |
| color | yellow-orange |
| biological source | mouse |
| Water Solubility | 5 g/L |
| Merck | 14,2161 |
| BRN | 5774 |
| InChI | 1S/C5H3ClN4/c6-4-3-5(9-1-7-3)10-2-8-4/h1-2H,(H,7,8,9,10) |
| InChIKey | ZKBQDFAWXLTYKS-UHFFFAOYSA-N |
| SMILES | Clc1ncnc2[nH]cnc12 |
| CAS DataBase Reference | 87-42-3(CAS DataBase Reference) |
| NIST Chemistry Reference | 6-Chloropurine(87-42-3) |
Safety Information
| Hazard Codes | Xn,Xi |
| Risk Statements | 22-36/37/38-20/21/22 |
| Safety Statements | 26-36-36/37/39 |
| WGK Germany | 3 |
| RTECS | UO7520000 |
| F | 10-23 |
| HazardClass | IRRITANT |
| HS Code | 29335990 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Acute Tox. 4 Oral |
| Toxicity | LD50 oral in mouse: 720mg/kg |
6-Chloropurine Usage And Synthesis
| Chemical Properties | It is a pale yellow crystal with relatively stable chemical properties that do not cause decomposition at room temperature. Its structure includes nitrogen heterocycles, which give rise to remarkable alkalinity and the formation of volatile acid salts. It is soluble in dimethyl sulfoxide, but has only slight solubility in water. |
| Uses | 6-Chloropurine is used in the preparation of 9-alkylpurines through alkylation with various substituted alkyl halides in dimethyl sulfoxide. It is also used to prepare 6-succinoaminopurine. |
| Definition | ChEBI: 6-Chloro-1H-purine is a member of purines. It is metabolized to form 6-mercaptopurine and has been used as an antineoplastic. |
| Preparation | 6-chloropurine is synthesized by reacting hypoxanthine with phosphoryl chloride in the presence of an unreactive base such as dimethyl aniline. It may likewise be formed by heating hypoxanthine under pressure with phosphoryl chloride as well as with a reagent prepared by adding water, preferably about by volume, to dry phosphoryl chloride.
US2832781A |
| Synthesis Reference(s) | Journal of the American Chemical Society, 78, p. 1928, 1956 DOI: 10.1021/ja01590a043 |
| General Description | The acid-catalyzed reaction of 6-chloropurine with 3,4-di-O-acetyl-D-xylal has been investigated. |
| Purification Methods | 6-Chloropurine crystallises from water. The UV in water at pH 1 has 264nm (log 3.94). [Beilstein 26 III/IV 1742.] |
6-Chloropurine Preparation Products And Raw materials
| Preparation Products | Adenine-->6-benzylaminopurine-->6-CYANOPURINE-->6-BENZYLOXYPURINE-->6-Dimethylaminopurine-->6-ETHYLMERCAPTOPURINE-->6-N-BUTOXYPURINE-->6-Mercaptopurine monohydrate-->6-Chloropurine ribonucleoside-->6-Iodopurine-->6-ETHOXYPURINE-->N-Benzyl-9-(tetrahydro-2H-pyran-2-yl)adenine-->6-CHLORO-7-METHYLPURINE-->N-(4-methylbenzyl)-N-(9H-purin-6-yl)amine |
