2-amino-6,7-dihydro-1H-purine-6-thione

• ChemBase编号: 102918
• 分子式: C5H5N5S
• 平均质量: 167.1917
• 单一同位素质量: 167.02656619
• SMILES: Nc1nc2c([nH]cn2)c(=S)[nH]1
• Canonical SMILES: Nc1nc2nc[nH]c2c(=S)[nH]1
• InChI: InChI=1S/C5H5N5S/c6-5-9-3-2(4(11)10-5)7-1-8-3/h1H,(H4,6,7,8,9,10,11)
• InChIKey: WYWHKKSPHMUBEB-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-amino-6,7-dihydro-1H-purine-6-thione
• IUPAC传统名: 2-aminopurine-6(1h)-thione
• 别名: 2-氨基-6-巯嘌呤; 2-氨基-6巯基嘌呤; 6-硫鸟嘌呤; 6-Thioguanine; 2-Amino-6-purinethiol; 2-AMINO-6-MERCAPTOPURINE; 6-Thioguanine; 2-Amino-6-mercaptopurine; 2-amino-1,7-dihydro-6H-purine-6-thione

登记号

• CAS号: 154-42-7
• EC号: 205-827-2
• MDL号: MFCD00005568; MFCD00233553
• Beilstein号: 157765
• PubChem SID: 24890748; 162090773; 24890892
• PubChem CID: 2723601

理论计算性质

• Acid pKa: 9.962727
• 质子受体: 3
• 质子供体: 3
• LogD (pH = 5.5): -0.22414501
• LogD (pH = 7.4): -0.21823545
• Log P: -0.21708015
• 摩尔折射率: 47.3254 cm^3
• 极化性: 16.347652 Å^3
• 极化表面积: 79.09 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

• 外观: lyophilized powder
• 熔点: ≥300 °C(lit.); 359 - 360°C
• 疏水性(logP): -1.882

安全信息

• 保存条件: Room Temperature (15-30°C)
• RTECS编号: UP0740000
• 欧盟危险性物质标志: 有毒(Toxic) (T); 有害性(Harmful) (Xn)
• 联合国危险货物编号: 2811
• 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): 3
• 危险公开号: 25; R:22-36/37/38-47
• 安全公开号: 28-36/37/39-45; S:20-26-37/39-45
• GHS危险品标识: GHS06
• GHS警示词: Danger
• GHS危险声明: H301
• GHS警示性声明: P301 + P310
• 个人保护装置: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3

产品相关信息

• 纯度: ~98%; ≥96% (HPLC); ≥98%; 95%
• 浓度: 50 ×
• 级别: Hybri-Max™; purum
• 适用性: suitable for hybridoma
• 杂质: ≤3% guanine; endotoxin, tested
• 无菌消毒: γ-irradiated
• 产品线: BioXtra
• Empirical Formula (Hill Notation): C5H5N5S

详细说明

MP Biomedicals - 02105542

Crystalline
Purity: Approx. 98%
Antineoplastic

Sigma Aldrich - A4660

Application
在杂交瘤形成应用中作为选择剂。
Reconstitution
10mL 无菌细胞培养基可复原一小瓶本品。储存液足以制备 500mL 培养基。最终工作浓度：30μM 2-氨基-6-巯基嘌呤。
Biochem/physiol Actions
Ribosylated and phosphorylated by the same pathway as natural purine bases; as the nucleotide, inhibits a variety of cellular processes involved in nucleic acid synthesis. Has a long history as an effective treatment of leukemia.1
法律信息
Hybri-Max 商标 Sigma-Aldrich Co. LLC

Sigma Aldrich - A4882

Biochem/physiol Actions
Antimetabolite used in the treatment of leukemias. Competes with hypoxanthine and guanine for the enzyme hypoxanthine-guanine phosphoribosyltransferase, which catalzyes a critical step in the generation of purine nucleotides.
Ribosylated and phosphorylated by the same pathway as natural purine bases; as the nucleotide, inhibits a variety of cellular processes involved in nucleic acid synthesis. Has a long history as an effective treatment of leukemia.1
包装
1, 5 g in glass bottle
100, 250, 500 mg in glass bottle

Sigma Aldrich - A76907

Biochem/physiol Actions
Ribosylated and phosphorylated by the same pathway as natural purine bases; as the nucleotide, inhibits a variety of cellular processes involved in nucleic acid synthesis. Has a long history as an effective treatment of leukemia.1

Sigma Aldrich - 88800

Other Notes
Antineoplastic agent2; substrate for HGPRTase, converted to 6-thio-GMP, which then inhibits vital metabolic sequences in myelocytic and acute lymphocytic leukemia.1
Biochem/physiol Actions
Ribosylated and phosphorylated by the same pathway as natural purine bases; as the nucleotide, inhibits a variety of cellular processes involved in nucleic acid synthesis. Has a long history as an effective treatment of leukemia.1