1H-purine-2,6(3H,9H)-dione 黄嘌呤

CAS 69-89-6 MFCD00078453

化学结构图

69-89-6
SMILES: O=c1[nH]c(=O)c2nc[nH]c2[nH]1

化学属性

Mol. FormulaC5H4N4O2
Mol. Weight152
Melting Point>300
TSCAYes
Appearance 白色粉末，加热分解无熔点。pH6时在267nm波长处有最大吸收。本品可溶于氢氧化钠溶液、氨水和酸性溶液，微溶于水和乙醇，不溶于有机溶剂。 LD 50 (小鼠，腹腔) 500 mg/kg。
SolubilityNH4OH: freely soluble
Density1.637
Stability对光线敏感

别名和识别编码

Chemical Name1H-purine-2,6(3H,9H)-dione
CAS Number69-89-6
Alfabeta NamePURINEDIONE HHH12637()---,,
MDL NumberMFCD00078453
Synonym 9H-Purine-2,6-(1H,3H)-dione 1H,3H,7H-Xanthine ######## 7-二氢-1H-嘌呤-2 6-（1H Xanthine 黄嘌 2,6-DIHYDROXYPURINE 2,6-（1H,3H）-嘌呤二酮 2,6-Dixoxpurine UREOUS ACID 2,6(1H,3H)-Purindion XAN 9H-Purine-2,6-diol 3,7(9)-dihydro-purine-2,6-dione 3,7-Dihydro-1H-purin-2,6-dion Purine-2,6-(1H,3H)-dione 9H-PURINE-2,6-DIOL 黄嘌呤, 99% 3H）-嘌呤二酮, 3 ISOXANTHINE 9H-Purine-2,6(1H,3H)-dione 6-二羟基嘌呤,2 Purine-2,6-diol 3,7-dihydro-1h-purine-6-dione 1H-Purine-2,6-dione, 3,7-dihydro- 2,6-DIOXOPURINE 嘌呤-2(3H),6(1H)-二酮 黄尿环 2,6(1,3)-Purinedion 二氧化嘌邻 二氧化嘌呤 黄嘌呤 黃嘌呤 XANTHINE Isoxanthine 2,6-二氧嘌呤 Xanthic oxide 3,7-Dihydro-1H-purine-2,6-dione 2,6-DIOXYPURINE 6-二酮 Pseudoxanthine Dioxopurine 【口+山】硫酮 purine-2(3H),6(1H)-dione 3,7-二氢-1H-嘌呤-2,6-二酮 黄花色精 2,6-Dihydroxypurine 6-dione,3,7-dihydro-1H-Purine-2 USAF CB-17 9h-purine-2,6-(1h,3h)-dione TIMTEC-BB SBB004054 2,6-Dihydroxypurine; Purine-2(3H),6(1H)-dione 2,6-Dihydroxypurin PURINE-2,6(1H,3H)-DIONE Xanthin 2,6-二羥嘌呤 2,6-二氧化嘌呤 2,6-Dioxopurine 2,6-二羟基嘌呤 海生丁
PubChem Substance ID1188
EC Number200-718-6
Beilstein Registry Number26,447
Merck Number10059
Reaxys-RN609330
Chemical Name Translation黄嘌呤
Wiswesser Line NotationT56 BM DN FMVMVJ
LabNetwork Molecule IDLN00177487
InChIInChI=1S/C5H4N4O2/c10-4-2-3(7-1-6-2)8-5(11)9-4/h1H,(H3,6,7,8,9,10,11)
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分类

  • {SNA} Biochemicals and Reagents, Nucleosides, Nucleosides, Nucleotides, Oligonucleotides
  • {uni_hamburg} no charge; nitrogen heterocycle; aromatic; large ring; fused rings; 5ring; 6ring; 9ring; urea; amide; lactame; 1fragment
  • {Chemicalbook} 生物化学品: 生化试剂: 核糖、核苷酸及其他类
  • Heterocycles
  • {SNA} Nucleosides, 核苷，核苷酸和寡核苷酸, 生化试剂
  • {SNA} Cell Biology, Metabolic Pathways, Metabolites and Cofactors on the Metabolic Pathways Chart, Metabolomics, Nucleotide
  • {SNA} Nucleotide, 代谢组学, 代谢通路, 代谢通路图中的代谢产物和辅酶分子, 细胞生物学
  • {SNA} Metabolic Pathways, Metabolites and Cofactors on the Metabolic Pathways Chart, Nucleotide, 代谢组学, 细胞生物学
  • {SA} Building Blocks, Chemical Synthesis, Heterocyclic Building Blocks, Purines
  • Metabolites & Impurities

产品应用

  • 生化研究，有机合成。

相关文献及参考

  • [2]. David A. Taylor, et al. Central Nervous SystemStimulants.
  • [3]. Ashihara H, et al. Xanthine Alkaloids: Occurrence, Biosynthesis, and Function in Plants. Prog Chem Org Nat Prod. 2017;105:1-88.
  • Merck: 14,10059
  • Merck: 14,10059 Beilstein:26,447
  • Mueller, C. et. al: Handbook Exp. Pharmacol. 200,151(2011)
  • Short: EINECS
  • Short: III/20a
  • [1]. Pundir CS, Devi R. Biosensing methods for xanthine determination: a review. Enzyme Microb Technol. 2014;57:55-62.
  • [1]. Pundir CS, Devi R. Biosensing methods for xanthine determination: a review. Enzyme Microb Technol. 2014;57:55-62.
  • [2]. David A. Taylor, et al. Central Nervous SystemStimulants.
  • [3]. Ashihara H, et al. Xanthine Alkaloids: Occurrence, Biosynthesis, and Function in Plants. Prog Chem Org Nat Prod. 2017;105:1-88.

安全信息

Warnings IRRITANT
GHS Symbol
WGK Germany3
Hazard statements
  • H317 May cause an allergic skin reaction 可能导致皮肤过敏
  • H319 Causes serious eye irritation 严重刺激眼睛
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Faceshields, Gloves
RTECSZD7700000
Precautionary statements
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P302+P352
  • P305+P351+P338
Signal word Warning
Hazard Codes Xi
Safety Statements
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后，立即用大量水冲洗并征求医生意见；
  • S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套；
  • S37/39 Wear suitable gloves and eye/face protection 穿戴适当的手套和眼睛/面保护；
Risk Statements
  • R36 Irritating to eyes 刺激眼睛
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
  • R43 May cause sensitisation by skin contact 皮肤接触会产生过敏反应
Storage condition Store at RT. 密封避光2-8°C保存 
TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Implant
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 80 mg/kg
TOXIC EFFECTS :
   Tumorigenic - neoplastic by RTECS criteria
   Kidney, Ureter, Bladder - tumors
REFERENCE :
   BJCAAI British Journal of Cancer.  (Macmillan Press Ltd., Houndmills,
   Basingstoke, Hants. RG21 2XS, UK)  V.1-    1947-  Volume(issue)/page/year:
   11,212,1957

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 3600 mg/kg/18W-I
TOXIC EFFECTS :
   Tumorigenic - neoplastic by RTECS criteria
   Tumorigenic - tumors at site of application
REFERENCE :
   JNCIAM Journal of the National Cancer Institute.  (Washington, DC)  V.1-60,
   1940-78.  For publisher information, see JJIND8.  Volume(issue)/page/year:
   24,109,1960

TYPE OF TEST            : LD - Lethal dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : >3333 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   FMXXAJ French Medicament Patent Document.  (U.S. Patent and Trademark
   Office, Foreign Patents, Washington, DC 20231)  Discontinued.
   Volume(issue)/page/year: #2698M

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 500 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   NTIS** National Technical Information Service.  (Springfield, VA 22161)
   Formerly U.S. Clearinghouse for Scientific & Technical Information.
   Volume(issue)/page/year: AD277-689

TYPE OF TEST            : Mutation in mammalian somatic cells
TEST SYSTEM             : Rodent - mouse Lymphocyte
DOSE/DURATION           : 262 umol/L
REFERENCE :
   MUTAEX Mutagenesis. (Oxford Univ. Press, Pinkhill House, Southfield Road,
   Eynsham, Oxford OX8 1JJ, UK) V.1- 1986-  Volume(issue)/page/year: 3,193,1988

其他信息

  • 上游原料:咪唑 --> 碳酸二乙酯 --> 氨基脲
  • TCI Shanghai:or 2,6-二羟基嘌呤 Xanthine,>;98.0%(LC)(69-89-6)
  • 下游产品:咖啡因 --> 6-巯基嘌呤 --> 可可碱 --> 2-氯-6-氨基嘌呤
  • MSDS 信息:2,6-Dihydroxypurine(69-89-6).msds
  • 溶解度：1g/14.5l水 (16°C)，1g/1.4l沸水 (16°C)，易溶于无机酸和氢氧化钾溶液，微溶于乙醇，不溶于有机溶剂，加热分解无熔点，并部分升华。
  • 2,6-二羟基嘌呤价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 65013983 黄嘌呤;黄嘌;黄尿环;2,6-二氧化嘌呤;2,6-二羟基嘌呤;2,6-(1H,3H)-嘌呤二酮;3,7-二氢-1H-嘌呤-2,6-二酮 5g 143元 2011/04/16 X0004 黄嘌呤 Xanthine 25G 640元 2010/06/21 149171000 2,6-二羟基嘌呤 Xanthine 98% 100 GR 2697元
  • 参考质量标准:含量≥98.0%，检测干燥失重及灼烧残渣等杂质含量。
  • Sigma Aldrich:69-89-6(sigmaaldrich)
  • MOL 文件:69-89-6.mol
  • 方法二:由4-氨基-5-甲酰氨基脲嗪与甲酰胺在180-185℃反应而得。
  • 方法一:5-氨基-4-咪唑酰胺经碳酸二乙酯处理制得。
  • Alfa Aesar:黄嘌呤,99% Xanthine, 99%(69-89-6)
  • Acros Organics:黄嘌呤 Xanthine, 98%(69-89-6)
  • 用途一:用于生化研究和有机合成，是药物可可豆碱的中间体。

系列性分类

  1. Life Science 生命科学
  2. Biochemicals and Reagents 生化试剂
  3. Nucleosides, Nucleotides, Oligonucleotides - Biochemicals and Reagents
  4. Nucleoside Analogs - Nucleosides, Nucleotides, Oligonucleotides
  1. Life Science 生命科学
  2. Biochemicals and Reagents 生化试剂
  3. Nucleosides, Nucleotides, Oligonucleotides - Biochemicals and Reagents
  4. Nucleosides - Nucleosides, Nucleotides, Oligonucleotides
  1. Life Science 生命科学
  2. Biochemicals and Reagents 生化试剂
  3. Nucleosides, Nucleotides, Oligonucleotides - Biochemicals and Reagents
  4. Nucleotide Analogs - Nucleosides, Nucleotides, Oligonucleotides
  1. Life Science 生命科学
  2. Biochemicals and Reagents 生化试剂
  3. Nucleosides, Nucleotides, Oligonucleotides - Biochemicals and Reagents
  4. Nucleotides - Nucleosides, Nucleotides, Oligonucleotides
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Heterocyclic Building Blocks 杂环合成砌块
  4. Piperidones 哌啶酮
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Heterocyclic Building Blocks 杂环合成砌块
  4. Purines 嘌呤
  1. Life Science 生命科学
  2. Metabolomics 代谢组学
  3. Metabolic Pathways - Metabolomics
  4. Metabolites and Cofactors on the Metabolic Pathways Chart - Metabolic Pathways
  5. Nucleotide - Metabolites and Cofactors on the Metabolic Pathways Chart
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Nucleosides, Nucleotides, Oligonucleotides
  4. Nucleoside Analogs
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Metabolomics
  4. Metabolic Pathways
  5. Metabolites and Cofactors on the Metabolic Pathways Chart
  6. Lipid
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Enzymes, Inhibitors, and Substrates
  4. Metabolomics
  5. Metabolic Pathways
  6. Metabolites and Cofactors on the Metabolic Pathways Chart
  7. Lipid
  1. Medical Research Areas
  2. Metabolism
  3. Endogenous Metabolite  (内源性代谢物)

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