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2-氟腺嘌呤

2-氟腺嘌呤用途

【用途一】
用作医药中间体
【用途二】
有机中间体。

2-氟腺嘌呤名称

[ CAS 号 ]:
700-49-2

[ 中文名 ]:
2-氟-6-氨基嘌呤

[ 英文名 ]:
TCMDC-124283

[中文别名 ]:

2-氟腺嘌呤

[英文别名 ]:

2-fluoro-adenin
2-FLUORO-6-AMINOPURINE
7H-Purin-6-amine, 2-fluoro-
2-fluoro-9H-purin-6-amine
2-Fluoroadenine
6-AMINO-2-FLUOROPURINE
TCMDC-124283
MFCD01632749
2-fluoropurine
2-fluoroadenibe

2-氟腺嘌呤生物活性

[ 描述 ]:

2-氟腺嘌呤是一种有毒的嘌呤碱。2-氟腺嘌呤对不增殖和增殖的肿瘤细胞具有毒性。2-氟腺嘌呤可用于研究抗癌药物[1]。

[ 相关类别 ]:

研究领域 >> 癌症

信号通路 >> 细胞周期/DNA损伤 >> DNA/RNA合成

[ 靶点 ]

DNA/RNA synthesis[1]

[体外研究]

2-氟腺嘌呤(2μM；4小时)通过靶向参与RNA或蛋白质合成的一种或多种酶来抑制CEM细胞的生长【1】。2-氟腺嘌呤(0-1000μM；96小时)对不增殖的MRC-5细胞具有细胞毒性[1]。2-氟腺嘌呤(0.22、2.2和22μM；30小时)抑制在无血清培养基中培养的Balb-3T3细胞中的蛋白质、RNA和DNA合成[1]。细胞增殖试验细胞系：CEM细胞【1】浓度：2μM孵育时间：4小时结果：通过靶向参与RNA或蛋白质合成的一种或多种酶抑制CEM细胞生长。细胞毒性试验细胞系：MRC-5细胞【1】浓度：0-1000μM孵育时间：4小时结果：在不增殖的MRC-5细胞中表现出细胞毒性。

[参考文献]

[1]. Parker WB, et al. Metabolism and metabolic actions of 6-methylpurine and 2-fluoroadenine in human cells. Biochem Pharmacol. 1998;55(10):1673-1681.

2-氟腺嘌呤物理化学性质

[ 密度 ]:
1.7±0.1 g/cm3

[ 沸点 ]:
676.9±58.0 °C at 760 mmHg

[ 熔点 ]:
>350 °C(lit.)

[ 分子式 ]:
C₅H₄FN₅

[ 分子量 ]:
153.12

[ 闪点 ]:
363.2±32.3 °C

[ 精确质量 ]:
153.045074

[ PSA ]:
80.48000

[ LogP ]:
-0.01

[ 外观性状 ]:
白色至淡黄色晶体粉末

[ 蒸汽压 ]:
0.0±2.1 mmHg at 25°C

[ 折射率 ]:
1.783

[ 储存条件 ]:
Refrigerator

2-氟腺嘌呤MSDS

详细MSDS(安全技术说明书)

2-氟腺嘌呤毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: AU6264700

CHEMICAL NAME :: Adenine, 2-fluoro-

CAS REGISTRY NUMBER :: 700-49-2

LAST UPDATED :: 199612

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C5-H4-F-N5

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 11340 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: NCISP* National Cancer Institute Screening Program Data Summary, Developmental Therapeutics Program. (Bethesda, MD 20205) Volume(issue)/page/year: JAN1986

2-氟腺嘌呤安全信息

[ 符号 ]:

GHS07

[ 信号词 ]:
Warning

[ 危害声明 ]:
H315-H319-H335

[ 警示性声明 ]:
P261-P305 + P351 + P338

[ 个人防护装备 ]:
dust mask type N95 (US);Eyeshields;Gloves

[ 危害码 (欧洲) ]:
Xi:Irritant

[ 风险声明 (欧洲) ]:
R36/37/38

[ 安全声明 (欧洲) ]:
S26-S36

[ 危险品运输编码 ]:
NONH for all modes of transport

[ WGK德国 ]:
3

[ RTECS号 ]:
AU6264700

[ 海关编码 ]:
2933990090

2-氟腺嘌呤合成路线

详细合成路线

2-氟腺嘌呤上下游产品

2-氟腺嘌呤上游产品

2-氟腺嘌呤下游产品

2-氟腺嘌呤海关

[ 海关编码 ]: 2933990090

[ 中文概述 ]:
2933990090. 其他仅含氮杂原子的杂环化合物. 增值税率:17.0%. 退税率:13.0%. 监管条件:无. 最惠国关税:6.5%. 普通关税:20.0%

[ 申报要素 ]: 品名, 成分含量, 用途, 乌洛托品请注明外观, 6－己内酰胺请注明外观, 签约日期

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

2-氟腺嘌呤文献

Reduced drug incorporation into DNA and antiapoptosis as the crucial mechanisms of resistance in a novel nelarabine-resistant cell line.

BMC Cancer 14 , 547, (2014)

Nine-beta-D-arabinofuranosylguanine (ara-G), an active metabolite of nelarabine, enters leukemic cells through human Equilibrative Nucleoside Transporter 1, and is then phosphorylated to an intracellu...

Endothelin-1 promotes survival and chemoresistance in chronic lymphocytic leukemia B cells through ETA receptor.

PLoS ONE 9(6) , e98818, (2014)

The endothelin axis, comprising endothelins (ET-1, ET-2 and ET-3) and their receptors (ET(A)R and ETBR), has emerged as relevant player in tumor growth and metastasis. Here, we investigated the involv...

Preparation of a fludarabine intermediate via selective alkylation of 2-fluoroadenine.

Nucleosides Nucleotides Nucleic Acids 25(7) , 735-45, (2006)

The reaction between 2-fluoroadenine (3) and 1,3,5-tri-O-benzyl-1-alpha-D-chloroarabinofuranose (4) with potassium t-amylate was evaluated in various solvents to afford 9-beta-D-(2,3,5-tri-O-benzyl-ar...

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