5-iodo-1,2,3,4-tetrahydropyrimidine-2,4-dione

• ChemBase编号: 3219
• 分子式: C4H3IN2O2
• 平均质量: 237.98329
• 单一同位素质量: 237.92392535
• SMILES: Ic1c[nH]c(=O)[nH]c1=O
• Canonical SMILES: Ic1c[nH]c(=O)[nH]c1=O
• InChI: InChI=1S/C4H3IN2O2/c5-2-1-6-4(9)7-3(2)8/h1H,(H2,6,7,8,9)
• InChIKey: KSNXJLQDQOIRIP-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 5-iodo-1,2,3,4-tetrahydropyrimidine-2,4-dione
• IUPAC传统名: 5-iodouracil
• 别名: 2,4-二羟基-5-碘嘧啶; 5-碘尿嘧啶; 5-Iodouracil; 2,4-Dihydroxy-5-iodopyrimidine; 5-Iodouracil; 5-Iodouracil 97%; 5-Iodo-2,4(1H,3H)-pyrimidinedione; 5-Iodo-2,4-dihydroxypyrimidine; 5-Iodo-2,4-pyrimidinedione; 5-Iodopyrimidine-2,4-diol; 5-Iodouracil; NSC 57848

登记号

• CAS号: 696-07-1
• EC号: 211-788-2
• MDL号: MFCD00006020
• PubChem SID: 160966662; 46507512; 24888454
• PubChem CID: 69672

理论计算性质

JChem

• Acid pKa: 8.14125
• 质子受体: 2
• 质子供体: 2
• LogD (pH = 5.5): 0.12941484
• LogD (pH = 7.4): 0.05887728
• Log P: 0.13039446
• 摩尔折射率: 39.3183 cm^3
• 极化性: 15.087186 Å^3
• 极化表面积: 58.2 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: -0.07
• LOG S: -1.47
• 溶解度: 8.12e+00 g/l

分子性质

理化性质

• 熔点: 274-276 °C (dec.)(lit.); 274-276(dec.)°C

安全信息

• 保存注意事项: Irritant/Carcinogenic/Light Sensitive
• RTECS编号: YR0525000
• 欧盟危险性物质标志: 有毒(Toxic) (T)
• 德国WGK号: 3
• 危险公开号: 46-20/21/22-36/37/38
• 安全公开号: 53-22-26-36/37/39-45
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302-H312-H315-H319-H332-H335
• GHS警示性声明: P261-P280-P305 + P351 + P338
• 个人保护装置: Eyeshields, Gloves, type P2 (EN 143) respirator cartridges
• 保存温度: 2-8°C

产品相关信息

• 纯度: 97%; 98%
• Empirical Formula (Hill Notation): C4H3IN2O2

详细说明

DrugBank - DB03554

Drug information: experimental

Sigma Aldrich - 857858

包装
10, 50 g in poly bottle

Toronto Research Chemicals - I728900

5-Iodouracil is a halogenated pyrimidine that can be used in nucleoprotein photo-crosslinking via RNA substitution. 5-Iodouracil is used in thymidine phosphorylase targeted imaging and therapy. Studies show that DNA N-glycosylase MED1 exhibited higher pre

参考文献

• Meisenheimer, K. et al.: Meth. Enzymol., 318, 88 (2000)
• Klecker, R.W. Jr. et al.: Cancer Chemother. Pharmacol., 48, 407 (2000)
• Turner, D.P. et al.: Cancer Res., 66, 7686 (2000)