ChemicalBook--->CAS DataBase List--->68-94-0

68-94-0

68-94-0 Structure

68-94-0 Structure
IdentificationMore
[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 PropertiesBack 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
[Specific Heat Capacity]

Cp(crystal):0.988171J/(g·K),at 25℃
[Merck ]

14,4869
[BRN ]

5811
[InChI]

1S/C5H4N4O/c10-5-3-4(7-1-6-3)8-2-9-5/h1-2H,(H2,6,7,8,9,10)
[InChIKey]

FDGQSTZJBFJUBT-UHFFFAOYSA-N
[SMILES]

O=C1NC=Nc2nc[nH]c12
[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 DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P264b-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P330-P362+P364-P403+P233-P501c
[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
[REACH Registrations]

Active
[HS Code ]

29335900
[Storage Class]

11 - Combustible Solids
[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
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ethyl cyanoacetate-->Thiourea-->Sodium ethoxide-->6-Aminothiouracil
[Preparation Products]

Adenine-->Acyclovir-->6-Mercaptopurine-->6-benzylaminopurine-->6-CYANOPURINE-->6-Bromopurine-->6-ETHYLMERCAPTOPURINE-->6-N-BUTOXYPURINE-->6-benzylaminopurine hydrochloride-->6-Iodopurine-->N6-CYCLOHEXYLADENOSINE-->6-Dimethylaminopurine-->6-N-HEPTYLMERCAPTOPURINE-->N-(2-Hydroxyethyl)adenosine-->6-N-HEXYLAMINOPURINE-->Purine-->6-Benzylaminopurine-->6-ETHOXYPURINE-->6-Mercaptopurine monohydrate
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

6-Hydroxypurine(68-94-0).msds
Hazard InformationBack Directory
[Description]

Hypoxanthine is a naturally occurring purine derivative and intermediate in the synthesis of uric acid. 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. 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.
[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.]
[References]

[1] HELENA BIASIBETTI-BRENDLER. Hypoxanthine Induces Neuroenergetic Impairment and Cell Death in Striatum of Young Adult Wistar Rats.[J]. Molecular Neurobiology, 2018, 55 5: 4098-4106. DOI: 10.1007/s12035-017-0634-z
[2] TIANQIAO YONG . Actions of water extract from Cordyceps militaris in hyperuricemic mice induced by potassium oxonate combined with hypoxanthine[J]. Journal of ethnopharmacology, 2016, 194: Pages 403-411. DOI: 10.1016/j.jep.2016.10.001
Spectrum DetailBack Directory
[Spectrum Detail]

6-Hydroxypurine(68-94-0)MS
6-Hydroxypurine(68-94-0)1HNMR
6-Hydroxypurine(68-94-0)13CNMR
6-Hydroxypurine(68-94-0)IR1
6-Hydroxypurine(68-94-0)IR2
6-Hydroxypurine(68-94-0)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Hypoxanthine, 99.5%(68-94-0)
[Alfa Aesar]

Hypoxanthine, 99%(68-94-0)
[Sigma Aldrich]

68-94-0(sigmaaldrich)
[TCI AMERICA]

Hypoxanthine,>98.0%(LC)(E)(68-94-0)
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