| Identification | More | [Name]
6-Chloroguanine | [CAS]
10310-21-1 | [Synonyms]
2-AMINO-4-CHLOROPYRROLO[2,3-D]PYRIMIDINE
2-AMINO-6-CHLOROPURINE
6-CHLORO-2-AMINOPURINE
6-Chloro-7H-purin-2-ylamine
6-CHLORO-9H-PURIN-2-YLAMINE
6-CHLOROGUANINE
AURORA KA-689
TIMTEC-BB SBB003863
2-amino-6-chloro-purin
6-chloro-1h-purin-2-amin
6-chloro-1h-purin-2-amine
9-(4-acetoxy-3-acetoxymethylbut-1-y)-2-amino-6-chloro purine
2-Amino-6-chloro-9H-purine
6-CHLOROGUANINE CRYSTALLINE
2-Amino-6-Chloropurine(6-Chloroguanine)
1H-Purin-2-amine, 6-chloro-
2-Amino-6-chloro-9H-purine 99%
9H-PURIN-2-AMINE, 6-CHLORO-
6-CHLOROGUANINE extrapure
6-Chloro-7H-purin-2-amine | [EINECS(EC#)]
233-686-7 | [Molecular Formula]
C5H4ClN5 | [MDL Number]
MFCD00075252 | [Molecular Weight]
169.57 | [MOL File]
10310-21-1.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light yellow crystal powder | [Melting point ]
>300 °C (lit.) | [Boiling point ]
279.76°C (rough estimate) | [density ]
1.4937 (rough estimate) | [refractive index ]
1.6110 (estimate) | [storage temp. ]
Keep Cold | [solubility ]
Solubility in 1mol/L NaOH | [form ]
Powder | [pka]
6.65±0.20(Predicted) | [color ]
White to yellow | [Water Solubility ]
1.7 g/L (20 ºC) | [Detection Methods]
HPLC,NMR | [BRN ]
9626 | [InChI]
InChI=1S/C5H4ClN5/c6-3-2-4(9-1-8-2)11-5(7)10-3/h1H,(H3,7,8,9,10,11) | [InChIKey]
RYYIULNRIVUMTQ-UHFFFAOYSA-N | [SMILES]
N1C2C(=NC(N)=NC=2Cl)NC=1 | [CAS DataBase Reference]
10310-21-1(CAS DataBase Reference) | [EPA Substance Registry System]
10310-21-1(EPA Substance) |
| Questions And Answer | Back Directory | [Description]
6-Chloroguanine, also be known as 2-Amino-6-chloropurine may be used in the enzymatic synthesis of 2′-deoxyguanosine, 9-alkyl purines (R)and (S)-N(2-phosphonomethoxypropyl) derivatives of purine and pyrimidine bases. It is also useful during the synthesis of guanine.
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| Hazard Information | Back Directory | [Chemical Properties]
white to light yellow crystal powder | [Uses]
2-Amino-6-chloropurine finds its uses in the enzymatic synthesis of 2?-deoxyguanosine, 9-alkyl purines and (R)- and (S)-N-(2-phosphonomethoxypropyl) derivatives of purine and pyrimidine bases. | [Definition]
ChEBI: An organochlorine compound that is 7H-purin-2-amine substituted by a chloro group at position 6. | [General Description]
2-Amino-6-chloropurine is a 6-substituted purine. Tautomeric purine forms of 2-amino-6-chloropurine were investigated by vibrational spectroscopy and quantum chemical method. | [Synthesis]
Preparation of 2-amino-6-chloropurine:
Diacetyl guanine (8.0g, 0.034 moles), triethyimethylammonium chloride (15.45g, 0.102 moles), and triethylamine (4.74 mis, 0.034 moles) were heated together with stirring in acetonitrile (70mls) to 50°C. Phosphorus oxychioride (6.34 mis, 0.068 moles) was then added and stirring continued for 4 hours. The reaction mixture was cooled and then added to aqueous sodium hydroxide solution (20g in 300mls water). The reaction mixture was heated to 80°C for 2 hours and then the volume made up to 300 mis with water. The mixture was cooled to 25°C and the pH adjuster to 7 using 10% hydrochloric acid. The resulting slurry was stirred for fifteen minutes and the product filtered off and washed with water 30 mis and then dried at 80°C under vacuum to give a cream/off white coloured product, 2-amino-6-chioropurine 4.69 g (74.6% yield). | [References]
[1] Heterocycles, 2008, vol. 75, # 11, p. 2803 - 2808
[2] Patent: US5389637, 1995, A
[3] Patent: US4736029, 1988, A
[4] Patent: EP203685, 1991, B1
[5] Patent: US4736029, 1988, A |
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J & K SCIENTIFIC LTD.
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Alfa Aesar
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400-6106006 |
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http://chemicals.thermofisher.cn |
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Energy Chemical
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400-0056266 |
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www.energy-chemical.com |
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