| Identification | More | [Name]
6-Hydroxypurine | [CAS]
68-94-0 | [Synonyms]
1,7-DIHYDRO-6H-PURIN-6-ONE
6(1H)-PURINONE
6-HYDROXYPURINE
9H-PURIN-6-OL
AKOS BBS-00002144
HYPOXANTHINE
IFLAB-BB F1386-0269
LABOTEST-BB LT00440805
Purin-6(1H)-one
PURIN-6-OL
SARCINE
SARKIN
TIMTEC-BB SBB004203
TTGGTTGGGTGGTHGGTGTTGGGG
1,7-dihydro-6h-purin-6-on
1,7-Dihydro-6H-purine-6-one
3H-Purin-6-ol
4-Hydroxy-1H-purine
6H-Purin-6-one, 1,7-dihydro-
6-Hydropurine | [EINECS(EC#)]
200-697-3 | [Molecular Formula]
C5H4N4O | [MDL Number]
MFCD00005725 | [Molecular Weight]
136.11 | [MOL File]
68-94-0.mol |
| Chemical Properties | Back Directory | [Appearance]
White to off-white powder | [Melting point ]
>300 °C (lit.) | [Boiling point ]
250.36°C (rough estimate) | [density ]
1.4295 (rough estimate) | [refractive index ]
1.8500 (estimate) | [storage temp. ]
2-8°C
| [solubility ]
1 M NaOH: 25 mg/mL
| [form ]
powder
| [pka]
8.7(at 25℃) | [color ]
Colorless to yellow to brown, darken on storage with no loss of purity | [Odor]
Odorless | [biological source]
synthetic (organic) | [Water Solubility ]
practically insoluble | [Merck ]
14,4869 | [BRN ]
5811 | [InChIKey]
FDGQSTZJBFJUBT-UHFFFAOYSA-N | [LogP]
-0.910 (est) | [CAS DataBase Reference]
68-94-0(CAS DataBase Reference) | [NIST Chemistry Reference]
Hypoxanthine(68-94-0) | [EPA Substance Registry System]
68-94-0(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R22:Harmful if swallowed.
R40:Limited evidence of a carcinogenic effect. | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [RTECS ]
UP0791000
| [Hazard Note ]
Harmful | [TSCA ]
Yes | [HS Code ]
29335900 | [Safety Profile]
Moderately toxic by
intraperitoneal route. An experimental
teratogen. When heated to decomposition it
emits toxic fumes of Nox | [Toxicity]
LD50 intraperitoneal in mouse: 750mg/kg |
| Hazard Information | Back Directory | [Description]
Hypoxanthine is a naturally occurring purine derivative and intermediate in the synthesis of uric acid.1,2 It is elevated in the spinal fluid of patients with Lesch-Nyhan syndrome, a metabolic disorder whose symptoms include cerebral palsy, cognitive deficits, motor dysfunction, self-mutilation, and hyperuricemia.1 Injection of hypoxanthine (10 μM) increases succinate dehydrogenase and complex II activities and decreases cytochrome c oxidase activity, resulting in neuroenergetic impairment, ATP depletion, and cellular apoptosis in rat striatum. It is also used to induce hyperuricemia in mice for use in the development of hypouricemic agents.2 | [Chemical Properties]
White to off-white powder | [Uses]
A naturally occurring purine derivative. Pharmaceuticals, Intermediates & Fine Chemicals | [Definition]
ChEBI: A purine nucleobase that consists of purine bearing an oxo substituent at position 6. | [General Description]
Hypoxanthine (6-hydroxypurine), a purine derivative is a naturally occurring compound. It is the deaminated form of adenine and a breakdown product of adenosine monophosphate (AMP). | [Biochem/physiol Actions]
Hypoxanthine?is capable of stimulating cell death. It can also induce reactive oxygen species (ROS). It results in endothelial dysfunction via apoptosis, stimulated by oxidative stress. | [Purification Methods]
Crystallise it from hot water and dry it at 105o. [Beilstein 26 II 252, 26 III/IV 2081.] |
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