2-chloropyrimidine

• ChemBase编号: 74385
• 分子式: C4H3ClN2
• 平均质量: 114.53302
• 单一同位素质量: 113.99847579
• SMILES: n1c(nccc1)Cl
• Canonical SMILES: Clc1ncccn1
• InChI: InChI=1S/C4H3ClN2/c5-4-6-2-1-3-7-4/h1-3H
• InChIKey: UNCQVRBWJWWJBF-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-chloropyrimidine
• IUPAC传统名: pyrimidine, 2-chloro-
• 别名: 2-氯嘧啶; 2-Chloro-1,3-diazine; 2-Chloropyrimidine; 2-Chloropyrimidine; C₂ Ceramide; N-Ethanoyl-D-sphingosine; Acetyl ceramide; N-ACETYL-D-SPHINGOSINE

登记号

• CAS号: 1722-12-9; 3102-57-6
• EC号: 217-020-2
• MDL号: MFCD00006060
• Beilstein号: 107171
• PubChem SID: 162039304; 24851590
• PubChem CID: 74404

理论计算性质

• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 0.9582857
• LogD (pH = 7.4): 0.9582858
• Log P: 0.9582858
• 摩尔折射率: 28.2209 cm^3
• 极化性: 10.574802 Å^3
• 极化表面积: 25.78 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 62-67°C; 63-66 °C(lit.); 64-67°C
• 沸点: 75-76 °C/10 mmHg(lit.); 75-76°C/10mm; 75-76°C/10mm
• 闪点: 208.4 °F; 98 °C; 98°C; 98°C(208°F)

安全信息

• 保存条件: 0°C; -20°C
• 保存注意事项: Moisture Sensitive; Toxic/Irritant/Hygroscopic/Store under Argon
• 欧盟危险性物质标志: X; 有害性(Harmful) (Xn)
• 联合国危险货物编号: UN2811
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): III
• 危险公开号: 22-36; 22-36/37-43
• 安全公开号: 24-26-36/37; 26
• TSCA收录: 否
• GHS危险品标识: GHS06
• GHS警示词: Danger
• GHS危险声明: H301-H319; H301-H319-H317-H335
• GHS警示性声明: P280H-P262-P305+P351+P338-P309-P310; P301 + P310-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

产品相关信息

• 纯度: ~98-99%; 95%; 98%
• Empirical Formula (Hill Notation): C4H3ClN2

详细说明

MP Biomedicals - 02150656

Crystalline
Purity: ~98-99%
The crystals of this product vary in color from yellow to greenish, but the quality remains consistent, in the 98 to 99% range.

MP Biomedicals - 02158923

Purity: 98%
Inhibitor of cell proliferation and inducer of monocytic differentiation of HL-60 cells. Stimulates cytosolic serine/threonine protein phosphatase in T9 cells at low concentrations.

Sigma Aldrich - 193291

Other Notes
残留物为 2-羟基嘧啶
包装
10, 50 g in glass bottle

参考文献

• Kim, M.-Y., et al., J. Biol. Chem. , 266 : 484, (1991).
• Okazaki, T., et al., ibid. , 265 : 15823, (1990).
• Dobrowsky, R.T. and Hannun, Y.A., et al., J. Biol. Chem. , 267 : 5048, (1992).
• Alkoxylation with 3-butyn-1-ol, followed by intramolecular Diels-Alder reaction, leads to a fused pyridine system, by a sequence analogous to that shown for 2-Chloropyrazine, A10108: Tetrahedron, 45, 803 (1989). For a similar sequence using the anion of an alkynylmalononitrile, see: Tetrahedron, 45, 5151 (1989). For synthesis of a benzofuropyridine by the cyclization of a 2-(alkynylphenoxy)pyrimidine, see: Tetrahedron, 45, 6511 (1989).
• Organolithium reagents add to the 1,6-imine bond, giving, after aromatization with DDQ, 6-substituted 2-chloropyrimidines: J. Org. Chem., 53, 4137 (1988).