315-30-0 - Names and Identifiers
Name | 4-Hydroxypyrazolo[3,4-d]pyrimidine
|
Synonyms | ACO ALO Adenock NSC 101655 Allopurinol ALLOPURINOL(P) ALLOPURINOL,USP AllopurinolBp2001 Hydroxypyrazolodpyrimidine pyrazolo(3,4-d)pyrimidin-1-ol 4-Oxopyrazolo[3,4-d]pyrimidine 1H-Pyrazolo[3,4-d]pyrimidin-4-ol 4-Hydroxypyrazolo[3,4-d]pyrimidine 4-Hydroxypyrazolo(3,4-d)-pyrimidine 4-hydroxy-1H-pyrazolo(3,4-d)pyrimidine 1,2-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one 1,5-DIHYDRO-4H-PYRAZOLO[3,4-D]PYRIMIDIN-4-ONE(ALLOPURINOL)
|
CAS | 315-30-0
|
EINECS | 206-250-9 |
InChI | InChI=1/C5H4N4O/c10-5-3-1-8-9-4(3)6-2-7-5/h1-2H,(H2,6,7,8,9,10) |
InChIKey | OFCNXPDARWKPPY-UHFFFAOYSA-N |
315-30-0 - Physico-chemical Properties
Molecular Formula | C5H4N4O
|
Molar Mass | 136.11 |
Density | 1.4295 (rough estimate) |
Melting Point | >300 °C (lit.) |
Boling Point | 250.36°C (rough estimate) |
Flash Point | 209.787°C |
Water Solubility | 0.35 g/L (25 ºC) |
Solubility | Very slightly dissolved in water or ethanol. Insoluble in chloroform or ether; soluble in sodium hydroxide or potassium hydroxide. |
Vapor Presure | 0mmHg at 25°C |
Appearance | White to off-white solid |
Color | White or almost white |
Merck | 14,279 |
pKa | 10.2(at 25℃) |
Storage Condition | 15-25°C |
Sensitive | Sensitive to light |
Refractive Index | 1.8500 (estimate) |
MDL | MFCD00599413 |
Physical and Chemical Properties | Melting point 350°C water-soluble 0.35g/L (25°C)
|
Use | Anti-gout drugs for the treatment of gout, gouty nephropathy, etc |
315-30-0 - Risk and Safety
Risk Codes | R25 - Toxic if swallowed
R43 - May cause sensitization by skin contact
R36/37/38 - Irritating to eyes, respiratory system and skin.
R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed.
|
Safety Description | S28 - After contact with skin, wash immediately with plenty of soap-suds.
S36/37 - Wear suitable protective clothing and gloves.
S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection.
S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S24 - Avoid contact with skin.
S36 - Wear suitable protective clothing.
|
UN IDs | UN 2811 6.1/PG 3 |
WGK Germany | 2 |
RTECS | UR0785000 |
TSCA | Yes |
HS Code | 29335990 |
Hazard Class | 6.1 |
Packing Group | III |
Toxicity | LD50 oral in mouse: 78mg/kg |
315-30-0 - Upstream Downstream Industry
315-30-0 - Reference
Reference Show more | 1. Deng Baoqin, Zhou Jiangrong. Study on decolorization process of total saponins from saponines by reduction method [J]. Journal of Jiangxi Normal University (Natural Science Edition), 2019, 43(01):94-99. 2. Li Jing, Liu Wen, Chen Chao, Yu Jinbao. Content difference of main chemical components in three different parts of psyllium and comparison of inhibitory effect of xanthine oxidase in vitro [J]. Practical clinical practice of integrated traditional Chinese and Western medicine, 2018,18(07):174-176. 3. Zhang Ya, Wang Yiqiao, Ma Zhuoya, et al. Optimization of water extraction and alcohol precipitation process of zhuangyao Baijin granules by pharmacodynamic experiment combined with orthogonal test [J]. China Pharmacy, 2020, v.31;No.674(08):28-34. 4. Xing Zhihua, Bao Ran, Jiang dianwen, etc. Synthesis of apigenin-samarium complex and its anti-hyperuricemia effect in mice. Research and development of natural products. 5. Zhong Yingying, Zhou Jiamin, Ye Meifeng, He Xianghui, Xing Hanhan, Ye Yun. Inhibition of xanthine oxidase activity by extracts from leaves of Moringa oleifera [J]. Food industry, 2020,41(11):55-58. 6. Liu, Yongjie, et al. "Inhibition and molecular mechanism of diosmetin against xanthoxase by multiple Spectra and molecular docking. New Journal of Chemistry 44.17 (2020): 6799-6809.https://doi.org/10.1039/D0NJ00679C 7. [IF=7.132] Li Yang et al."Supercritical extraction and antioxidant activity of major ingredients in Puerariae lobatae root, Pinus massoniana needle, Citrus reticulata peel and their mixture."J Co2 Util. 2021 Jun;48:101518 8. [IF=4.411] Xiaoke Wang et al."Novel Carbon Dots Derived from Puerariae lobatae Radix and Their Anti-Gout Effects."Molecules. 2019 Jan;24(22):4152 9. [IF=4.219] Huilong Xiang et al."Network pharmacology and molecular docking analysis on molecular targets: Mechanisms of baicalin and baicalein against hyperuricemic nephropathy."Toxicol Appl Pharm. 2021 Aug;424:115594 10. [IF=3.981] Wenhao Xu et al."Self-assembled nanocapsules of celery (Apium graveolens Linn) seed oil: Mechanochemical preparation, characterization and urate-lowering activity."J Drug Deliv Sci Tec. 2021 Dec;66:102810 11. [IF=3.591] Yongjie Liu et al."Inhibition and molecular mechanism of diosmetin against xanthine oxidase by multiple spectroscopies and molecular docking."New J Chem. 2020 May;44(17):6799-6809 12. [IF=3.24] Yinfang Gao et al."Uricase-deficient rats with similarly stable serum uric acid to human's are sensitive model animals for studying hyperuricemia."Plos One. 2022 Mar;17(3):e0264696 13. [IF=3.373] Yiyuan Luo et al."Quality evaluation of Tetrastigma hemsleyanum different parts based on quantitative analysis of 42 bioactive constituents combined with multivariate statistical analysis."PHYTOCHEMICAL ANALYSIS. 2022 Apr 05 14. [IF=4.24] Jun Li et al."In vitro xanthine oxidase inhibitory properties of Flos Sophorae Immaturus and potential mechanisms."Food Biosci. 2022 Jun;47:101711 |
315-30-0 - Nature
Open Data Verified Data
- This product is white or off-white crystalline powder; Almost odorless. Very slightly soluble in water or ethanol, insoluble in chloroform or ether; Soluble in sodium hydroxide or potassium hydroxide.
- It is an isomer of hypoxanthine in vivo, inhibits xanthine oxidase, and blocks the pathway for synthesizing uric acid from hypoxanthine and xanthine, thereby lowering the concentration of uric acid in blood. Allopurinol itself can also be catalyzed by xanthine oxidase to produce xanthine, which also has the effect of inhibiting xanthine oxidase.
Last Update:2024-01-02 23:10:35
315-30-0 - Standard
Authoritative Data Verified Data
This product is 1H-pyrazolo [3,4-d] pyrimidin-4-ol. The content of C5H4N40 shall be between 97.0% and 102.0% based on the dry product.
Last Update:2024-01-02 23:10:35
315-30-0 - Trait
Authoritative Data Verified Data
- This product is white or off-white crystalline powder; Almost odorless.
- This product is very slightly soluble in water or ethanol, insoluble in trioxymethane or ether; Soluble in 0.1 mol/L sodium hydroxide or potassium hydroxide solution.
Last Update:2022-01-01 11:57:31
315-30-0 - Introduction
Allopurinol is an anti-urolithic Xanthine oxidase inhibitor that decreases uric acid production.
Last Update:2022-10-16 17:24:32
315-30-0 - Use
Open Data Verified Data
- anti-gout drug.
- usage and dosage of oral, daily 0.2~0.4g, once or divided; Also used for leukemia, lymphoma.
Last Update:2022-01-01 11:12:24
315-30-0 - Differential diagnosis
Authoritative Data Verified Data
- take about 50mg of this product, add 5ml of 5% sodium hydroxide solution, and add 1ml of alkaline potassium iodide test solution, heat to boiling, and then place it to form yellow precipitate.
- take the solution under the content determination item, according to UV-visible spectrophotometry (General rule 0401), there is a maximum absorption at the wavelength of 250nm, there is minimal absorption at a wavelength of 231nm. The absorbance ratio at 231nm to 250mn wavelength should be between 0.52 and 0.60.
- The infrared absorption spectrum of this product should be consistent with that of the control (Spectrum set 194).
Last Update:2022-01-01 11:57:31
315-30-0 - Safety
Open Data Verified Data
- should be used with caution in pregnant women; Some patients may have skin rash, gastrointestinal reactions and liver and hematopoietic system damage, such as elevated transaminase and leukopenia; When combined with anticancer drug 6-mercaptopurine, the 6-mercaptopurine dose was reduced to a constant of 1/4. Drink more water to facilitate the excretion of uric acid.
- under shading, sealed and preserved.
Last Update:2022-01-01 11:12:24
315-30-0 - Exam
Authoritative Data Verified Data
- Related substances take about 15mg of this product, put it in a 25ml measuring flask, add 12.5ml of 0.4% sodium hydroxide solution to dissolve, dilute it to the mark with hydrochloric acid solution (9-1000), and shake it well, as a test solution; 1ml was accurately measured, placed in a 100ml measuring flask, diluted to the scale with mobile phase, and shaken to serve as a control solution. According to the high performance liquid chromatography (General rule 0512) test, silica gel bonded with eighteen alkyl silane was used as the filler; Methanol-0.125% potassium dihydrogen phosphate solution (20:80) was used as the mobile phase; The detection wavelength was 230nm; the number of theoretical plates shall not be less than 2000 calculated by allopurinol peak, and the separation degree between allopurinol peak and adjacent impurity peaks shall meet the requirements. 20ul of control solution and 20ul of test solution were respectively injected into human liquid chromatograph, and the chromatogram was recorded to 2.5 times of the retention time of principal component peak. If there are impurity peaks in the chromatogram of the test solution, the area of a single impurity peak shall not be greater than 0.5 times (0.5%) the area of the main peak of the control solution, and the sum of the areas of each impurity peak shall not be greater than the area of the main peak of the control solution (1.0%).
- weight loss on drying this product shall be dried at 105°C to constant weight, and the weight loss shall not exceed 0.5% (General rule 0831).
Last Update:2022-01-01 11:57:32
315-30-0 - Content determination
Authoritative Data Verified Data
take about 20mg of this product, precision weighing, Add 10ml of 0.4% sodium hydroxide solution to dissolve, dilute quantitatively with hydrochloric acid solution (9-1000) to make a solution containing about 10ug per 1 ml, the absorbance was measured at a wavelength of 0401 NM according to ultraviolet-visible spectrophotometry (General rule 571), and the absorption coefficient of C5H4N40 was calculated.
Last Update:2022-01-01 11:57:33
315-30-0 - Category
Authoritative Data Verified Data
Last Update:2022-01-01 11:57:33
315-30-0 - Storage
Authoritative Data Verified Data
light shielding, sealed storage.
Last Update:2022-01-01 11:57:33
315-30-0 - Allopurinol tablets
Authoritative Data Verified Data
This product contains allopurinol (C5H4N40) should be labeled the amount of 93.0% to 107.0%.
trait
This product is white tablet.
identification
- take an appropriate amount of fine powder of this product (about 0.1g of allopurinol), add 10ml of 5% sodium hydroxide solution, stir to dissolve allopurinol, filter, and take 5ml of filtrate, the same response was shown in the identification (1) Test under allopurinol.
- the solution under the content measurement item was taken, and the same result was shown according to the test of identification item (2) under the allopurinol item.
- take an appropriate amount of fine powder (about 50mg of allopurinol), add 10ml of sodium hydroxide solution, grind to dissolve, filter, acidify the filtrate with dilute hydrochloric acid to precipitate crystals, filter, the crystals were washed with absolute ethanol, washed with anhydrous ether, dried at room temperature, dried at 105 ° C. For 3 hours, and measured according to the law. The infrared absorption spectrum of this product should be consistent with the spectrum of the control (Spectrum set 194 Figure).
examination
- Related substances take an appropriate amount of fine powder of this product (equivalent to 15mg of allopurinol), put it in a 25ml measuring flask, add 0. 4% sodium hydroxide solution 12.5ml to dissolve the fermentation broth, dilute to the scale with hydrochloric acid solution (9-1000), shake well, filter, and take the continued filtrate as the test solution; Take 1 ml with precision, set in a 100ml measuring flask, dilute to the scale with the mobile phase, and shake to serve as a control solution. The determination was carried out according to the method for related substances of allopurinol. If there are impurity peaks in the chromatogram of the test solution, the area of a single impurity peak shall not be greater than 0.5 times (0.5%) the area of the main peak of the control solution, and the sum of the areas of each impurity peak shall not be greater than the area of the main peak of the control solution (1.0%).
- the dissolution of this product, according to the dissolution and release determination method (General rule 0931 second method), with hydrochloric acid solution (9-1000) 1000ml as the dissolution medium, the rotation speed is 100 rpm, operate according to law, after 45 minutes, take 10ml of the solution, filter, take 5ml of the filtrate with precision, put it in a 50ml measuring flask, dilute it to the scale with dissolution medium, and shake well. The absorbance was measured at a wavelength of 0401 NM according to ultraviolet-visible spectrophotometry (General rule 571), and the elution amount of each tablet was calculated as the absorption coefficient of C5H4N4O was. The limit is 70% of the labeled amount and shall be in accordance with the provisions.
- others shall be in accordance with the relevant provisions under the item of tablets (General rule 0101).
Content determination
Take 20 tablets of this product, precision weighing, fine grinding, precision weighing appropriate amount (about equivalent to allopurinol 0.lg ), put it in a 100ml measuring flask, add 0.2% sodium hydroxide solution 20ml, shake for 15 minutes to dissolve allopurinol, dilute to the scale with water, shake well, filter, accurately take 5ml of continued filtrate, put it in a 500ml measuring flask, dilute to the scale with hydrochloric acid solution (9-1000), shake well. The absorbance was measured at a wavelength of 0401 NM according to ultraviolet-visible spectrophotometry (General rule 571), and the absorption coefficient of C5H4N40 was calculated.
category
Same as allopurinol.
specification
O.lg
storage
light shielding, sealed storage.
Last Update:2022-01-01 11:57:34