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Substance Name: Allopurinol [USAN:USP:INN:BAN:JAN]
RN: 315-30-0
UNII: 63CZ7GJN5I
InChIKey: OFCNXPDARWKPPY-UHFFFAOYSA-N
Note
- A XANTHINE OXIDASE inhibitor that decreases URIC ACID production. It also acts as an antimetabolite on some simpler organisms.
Molecular Formula
- C5-H4-N4-O
Molecular Weight
- 136.1136
- All
- Classifications
- Links to Resources
- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
- Antimetabolites
- Antioxidants
- Antirheumatic Agents
- Drug / Therapeutic Agent
- Enzyme Inhibitors
- Free Radical Scavengers
- Gout Suppressants
- Human Data
- Noxae
- Reproductive Effect
- Xanthine Oxidase Inhibitor
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Names and Synonyms
Name of Substance
- Allopurinol
- Allopurinol [USAN:USP:INN:BAN:JAN]
MeSH Heading
- Allopurinol
Synonyms
- 1,5-Dihydro-4H-pyrazolo(3,4-d)pyrimidin-4-one
- 1,5-Dihydro-4H-pyrazolo(3,4-d)pyrimidine-4-one
- 1H-Pyrazolo(3,4-d)pyrimidin-4-ol
- 4'-Hydroxypyrazolol(3,4-d)pyrimidine
- 4-HPP
- 4-Hydroxy-1H-pyrazolo(3,4-d)pyrimidine
- 4-Hydroxy-3,4-pyrazolopyrimidine
- 4-Hydroxypyrazolo(3,4-d)pyrimidine
- 4-Hydroxypyrazolopyrimidine
- 4-Hydroxypyrazolyl(3,4-d)pyrimidine
- 4H-Pyrazolo(3,4-d)pyrimidin-4-one
- 4H-Pyrazolo(3,4-d)pyrimidin-4-one, 1,5-dihydro-
- Adenock
- Ailural
- AL-100
- Allo-Puren
- Allopur
- Allopurinol
- Allopurinol(I)
- Allopurinolum
- Allopurinolum [INN-Latin]
- Allozym
- Allural
- Alopurinol
- Alopurinol [INN-Spanish]
- Aloral
- Alositol
- Aluline
- Anoprolin
- Anzief
- Apulonga
- Apurin
- Apurol
- ATH008
- Atisuril
- B. W. 56-158
- Bleminol
- Bloxanth
- BW 56-158
- Caplenal
- CCRIS 626
- Cellidrin
- Cosuric
- Dabrosin
- Dabroson
- Dura Al
- EINECS 206-250-9
- Embarin
- Epidropal
- Epuric
- Foligan
- Geapur
- Gichtex
- Gotax
- Hamarin
- Hexanuret
- HPP
- HSDB 3004
- Ketanrift
- Ketobun-A
- Ledopur
- Lopurin
- Lysuron
- Milurit
- Miniplanor
- Monarch
- Nektrohan
- NSC 101655
- NSC 1390
- NSC-1390
- Progout
- Remid
- Riball
- Suspendol
- Takanarumin
- UNII-63CZ7GJN5I
- Urbol
- Uricemil
- Uriprim
- Uripurinol
- Urobenyl
- Urolit
- Urosin
- Urtias
- Urtias 100
- Xanturat
- Zyloprim
- Zyloric
Systematic Names
- 1,5-Dihydro-4H-pyrazolo(3,4-d)pyrimidin-4-one (9CI)
- 1H-Pyrazolo(3,4-d)pyrimidin-4-ol
- 4H-Pyrazolo(3,4-d)pyrimidin-4-one, 1,5-dihydro-
- Allopurinol
Registry Numbers
CAS Registry Number
- 315-30-0
FDA UNII
- 63CZ7GJN5I
Other Registry Numbers
- 184856-42-6
- 22767-92-6
- 39464-14-7
System Generated Number
- 0000315300
Structure Descriptors
InChI
InChI=1S/C5H4N4O/c10-5-3-1-8-9-4(3)6-2-7-5/h1-2H,(H2,6,7,8,9,10)InChIKey
OFCNXPDARWKPPY-UHFFFAOYSA-NSmiles
O=C1N=CNc2[nH]ncc12Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
man | TDLo | oral | 21429ug/kg/5D (21.429mg/kg) | BLOOD: THROMBOCYTOPENIA LIVER: "JAUNDICE, OTHER OR UNCLASSIFIED" BEHAVIORAL: MUSCLE WEAKNESS | Annals of the Rheumatic Diseases. Vol. 40, Pg. 245, 1981. |
man | TDLo | oral | 120mg/kg/4W-I (120mg/kg) | SKIN AND APPENDAGES (SKIN): "DERMATITIS, ALLERGIC: AFTER SYSTEMIC EXPOSURE" BLOOD: OTHER CHANGES SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" | Clinical and Experimental Dermatology. Vol. 19, Pg. 243, 1994. |
mouse | LD50 | intraperitoneal | 214mg/kg (214mg/kg) | BEHAVIORAL: FOOD INTAKE (ANIMAL) BEHAVIORAL: FLUID INTAKE BEHAVIORAL: ATAXIA | Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 64, Pg. 108, 1968. |
mouse | LD50 | oral | 78mg/kg (78mg/kg) | Pharmaceutical Chemistry Journal Vol. 7, Pg. 735, 1973. | |
mouse | LD50 | subcutaneous | 298mg/kg (298mg/kg) | Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 23, Pg. 715, 1981. | |
rabbit | LD | oral | > 100mg/kg (100mg/kg) | Pharmaceutical Chemistry Journal Vol. 7, Pg. 735, 1973. | |
rat | LD | oral | > 500mg/kg (500mg/kg) | Pharmaceutical Chemistry Journal Vol. 7, Pg. 735, 1973. | |
rat | LD50 | intraperitoneal | 900mg/kg (900mg/kg) | Advances in Teratology. Vol. 3, Pg. 181, 1968. | |
rat | LD50 | subcutaneous | 2450mg/kg (2450mg/kg) | Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 11, Pg. 763, 1969. | |
women | LDLo | oral | 88mg/kg/22D-I (88mg/kg) | BLOOD: LEUKOPENIA | Annals of the Rheumatic Diseases. Vol. 40, Pg. 245, 1981. |
women | TDLo | oral | 42mg/kg/7D-I (42mg/kg) | SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" KIDNEY, URETER, AND BLADDER: OTHER CHANGES | American Journal of Medicine. Vol. 76, Pg. 47, 1984. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
Melting Point | 350 | deg C | EXP | |
log P (octanol-water) | -0.55 | (none) | EXP | |
Water Solubility | 569 | mg/L | 25 | EXP |
Vapor Pressure | 4.73E-06 | mm Hg | 25 | EST |
Henry's Law Constant | 2.03E-14 | atm-m3/mole | 25 | EST |
Atmospheric OH Rate Constant | 2.00E-10 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.