315-30-0
315-30-0 structure
- Name: Allopurinol
- Chemical Name: allopurinol
- CAS Number: 315-30-0
- Molecular Formula: C5H4N4O
- Molecular Weight: 136.111
- Catalog: API Antipyretic analgesics Anti-gout medicine
- Create Date: 2018-02-05 08:00:00
- Modify Date: 2026-06-30 16:52:56
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Allopurinol (Zyloprim) is a xanthine oxidase inhibitor with an IC50 of 7.82±0.12 μM.Target: XAOAllopurinol (Zyloprim, and generics) is a drug used primarily to treat hyperuricemia (excess uric acid in blood plasma) and its complications, including chronic gout. It is a xanthine oxidase inhibitor which is administered orally. A common misconception is that allopurinol is metabolized by its target, xanthine oxidase, but this action is principally carried out by Aldehyde oxidase. The active metabolite of allopurinol is oxypurinol, which is also an inhibitor of xanthine oxidase. Allopurinol is almost completely metabolized to oxypurinol within two hours of oral administration, whereas oxypurinol is slowly excreted by the kidneys over 18–30 hours. For this reason, oxypurinol is believed responsible for the majority of allopurinol's effect.Allopurinol is a purine analog; it is a structural isomer of hypoxanthine (a naturally occurring purine in the body) and is an inhibitor of the enzyme xanthine oxidase. In addition to blocking uric acid production, inhibition of xanthine oxidase causes an increase in hypoxanthine and xanthine. While xanthine cannot be converted to purine ribotides, hypoxanthine can be salvaged to the purine ribotides adenosine and guanosine monophosphates. Increased levels of these ribotides may cause feedback inhibition of amidophosphoribosyl transferase, the first and rate-limiting enzyme of purine biosynthesis. Allopurinol, therefore, decreases uric acid formation and may also inhibit purine synthesis.
| Name | allopurinol |
|---|---|
| Synonyms |
cosuric
Urbol AllopurinolBp2001 Anoprolin 4-Oxopyrazolo[3,4-d]pyrimidine Alositol Atisuril Lopurin idropal allopurinal ALLOPURINOL, PHMA ALLOPURINOL(RG) T56 BMN GN INJ FQ Aluline Apurin pyrazolo(3,4-d)pyrimidin-1-ol 4-Hydroxypyrazolo[3,4-d]pyrimidine 4-HYDROXYPYROZOLO(3,4-D)PYRIMIDINE Ketobun-A 1H-Pyrazolo[3,4-d]pyrimidin-4-ol Hydroxypyrazolodpyrimidine 4H-Pyrazolo[3,4-d]pyrimidin-4-one, 1,5-dihydro- (7CI,8CI,9CI) Allozym Remid apulonga bw56158 MFCD00599413 Hexanurat dabroson Adenock Hexanuret Zyloric 1H-Pyrazolo[3,4-d]pyrimidin-4(5H)-one Embin Urosin uric Ledopur 7H-Pyrazolo[3,4-d]pyrimidin-4-ol Apurol Pural 1,5-Dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one HPP bw56-158 Gichtex hexanuret Sigapurol ALLOPURINOL Ketanrift Bloxanth aloral 1,5-DIHYDRO-4H-PYRAZOLO[3,4-D]PYRIMIDIN-4-ONE(ALLOPURINOL) Allopurinol(I) Allopur Epidropal 4-HPP hamin Zyloprim Allural Isopurinol AL-100 duraal Takanarumin Caplenal ALLOPURIONAL Ailural allo-puren 4-HYDROXYPYRAZOLO(3,4-D)-PYRIMIDINE (ALLOPURINOL) H-Pyrazolo(3,4-d)pyrimidin-4-ol Bleminol EINECS 206-250-9 Geapur Allopurin Foligan Anzief 1H-Pyrazolo(3,4-d)pyrimidin-4-ol (4-Hydroxypyrazolo(3,4-d)pyrimidine ALLOPURINOL(P) Dabrosin Cellidrin 4-Hydroxypyrazolo3,4-dü-pyrimidine Zyloric (Trade name) 1H-Pyrazolo(3,4-d)pyrimidin-4-ol, 4-Hydroxypyrazolo(3,4-d)pyrimidine, 4-Hydroxypyrazolo[3,4-d]pyrimidine, HPP B. W |
| Description | Allopurinol (Zyloprim) is a xanthine oxidase inhibitor with an IC50 of 7.82±0.12 μM.Target: XAOAllopurinol (Zyloprim, and generics) is a drug used primarily to treat hyperuricemia (excess uric acid in blood plasma) and its complications, including chronic gout. It is a xanthine oxidase inhibitor which is administered orally. A common misconception is that allopurinol is metabolized by its target, xanthine oxidase, but this action is principally carried out by Aldehyde oxidase. The active metabolite of allopurinol is oxypurinol, which is also an inhibitor of xanthine oxidase. Allopurinol is almost completely metabolized to oxypurinol within two hours of oral administration, whereas oxypurinol is slowly excreted by the kidneys over 18–30 hours. For this reason, oxypurinol is believed responsible for the majority of allopurinol's effect.Allopurinol is a purine analog; it is a structural isomer of hypoxanthine (a naturally occurring purine in the body) and is an inhibitor of the enzyme xanthine oxidase. In addition to blocking uric acid production, inhibition of xanthine oxidase causes an increase in hypoxanthine and xanthine. While xanthine cannot be converted to purine ribotides, hypoxanthine can be salvaged to the purine ribotides adenosine and guanosine monophosphates. Increased levels of these ribotides may cause feedback inhibition of amidophosphoribosyl transferase, the first and rate-limiting enzyme of purine biosynthesis. Allopurinol, therefore, decreases uric acid formation and may also inhibit purine synthesis. |
|---|---|
| Related Catalog | |
| References |
| Density | 1.7±0.1 g/cm3 |
|---|---|
| Boiling Point | 290.8ºC at 760 mmHg |
| Melting Point | 350 ºC |
| Molecular Formula | C5H4N4O |
| Molecular Weight | 136.111 |
| Flash Point | 129.7ºC |
| Exact Mass | 136.038513 |
| PSA | 74.43000 |
| LogP | -1.46 |
| Index of Refraction | 1.816 |
| Water Solubility | 0.35 g/L (25 ºC) |
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATAACUTE TOXICITY DATA
|
| Symbol |
GHS06 |
|---|---|
| Signal Word | Danger |
| Hazard Statements | H301-H317 |
| Precautionary Statements | Missing Phrase - N15.00950417-P280 |
| Personal Protective Equipment | Eyeshields;Faceshields;Gloves;type P2 (EN 143) respirator cartridges |
| Hazard Codes | T:Toxic |
| Risk Phrases | R25;R36/37/38;R43 |
| Safety Phrases | S28-S36/37-S45-S36/37/39-S26-S24 |
| RIDADR | UN 2811 6.1/PG 3 |
| WGK Germany | 2 |
| RTECS | UR0785000 |
| Packaging Group | III |
| Hazard Class | 6.1 |
| HS Code | 2933990090 |
|
~66%
315-30-0 |
| Literature: Tominaga; Honkawa; Hara; Hosomi Journal of Heterocyclic Chemistry, 1990 , vol. 27, # 3 p. 775 - 783 |
| Precursor 1 | |
|---|---|
| DownStream 10 | |
![3-Bromo-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one structure](https://image.chemsrc.com/caspic/018/54738-73-7.png)
![3-IODO-1,5-DIHYDRO-4H-PYRAZOLO[3,4-D]PYRIMIDIN-4-ONE structure](https://image.chemsrc.com/caspic/294/144750-83-4.png)
![4H-Pyrazolo[3,4-d]pyrimidine-4-thione,1,5-dihydro structure](https://image.chemsrc.com/caspic/420/5334-23-6.png)
![1H-Pyrazolo[3,4-d]pyrimidine, 4-ethoxy structure](https://image.chemsrc.com/caspic/242/32353-19-8.png)
![4-methylsulfanyl-1-prop-2-ynylpyrazolo[3,4-d]pyrimidine structure](https://image.chemsrc.com/caspic/091/328390-10-9.png)
![9-(hydroxymethyl)-2,4,8,9-tetrazabicyclo[4.3.0]nona-1,3,6-trien-5-one structure](https://image.chemsrc.com/caspic/389/79570-57-3.png)
![1,5-bis(hydroxymethyl)pyrazolo[3,4-d]pyrimidin-4-one structure](https://image.chemsrc.com/caspic/351/79570-58-4.png)
![2,5-dimethylpyrazolo[3,4-d]pyrimidin-4-one structure](https://image.chemsrc.com/caspic/096/57121-50-3.png)
![4H-Pyrazolo[3,4-d]pyrimidin-4-one,1,5-dihydro-1,5-dimethyl structure](https://image.chemsrc.com/caspic/251/5334-54-3.png)
| HS Code | 2933990090 |
|---|---|
| Summary | 2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0% |