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Merck
CN

C1081

Sigma-Aldrich

8-Chloroadenosine 3′,5′-cyclic-monophosphate

≥85%

别名:

8-Chloro-cAMP, 8-Chloroadenosine 3′,5′-monophosphate, 8-Cl-cAMP

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About This Item

经验公式(希尔记法):
C10H11ClN5O6P
CAS号:
分子量:
363.65
MDL编号:
UNSPSC代码:
41106305
PubChem化学物质编号:
NACRES:
NA.77

方案

≥85%

表单

powder

溶解性

aqueous base: soluble

储存温度

−20°C

SMILES字符串

Nc1ncnc2n(C3OC4COP(O)(=O)OC4C3O)c(Cl)nc12

InChI

1S/C10H11ClN5O6P/c11-10-15-4-7(12)13-2-14-8(4)16(10)9-5(17)6-3(21-9)1-20-23(18,19)22-6/h2-3,5-6,9,17H,1H2,(H,18,19)(H2,12,13,14)

InChI key

CLLFEJLEDNXZNR-UHFFFAOYSA-N

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相关类别

生化/生理作用

Membrane-permeable cAMP analog; resistant to hydrolysis by phosphodiesterases.

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

法规信息

新产品

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Jee Hae Han et al.
Journal of cellular physiology, 218(1), 104-112 (2008-08-30)
8-Cl-cAMP (8-chloro-cyclic AMP), which induces differentiation, growth inhibition and apoptosis in various cancer cells, has been investigated as a putative anti-cancer drug. Although we reported that 8-Cl-cAMP induces growth inhibition via p38 mitogen-activated protein kinase (MAPK) and a metabolite of
Young-Ho Ahn et al.
Cancer research, 65(11), 4896-4901 (2005-06-03)
8-Chloro-cyclic AMP (8-Cl-cAMP), which is known to induce growth inhibition, apoptosis, and differentiation in various cancer cell lines, has been studied as a putative anticancer drug. However, the mechanism of anticancer activities of 8-Cl-cAMP has not been fully understood. Previously
Lela B Korićanac et al.
Annals of the New York Academy of Sciences, 1030, 384-392 (2005-01-22)
Novel antineoplastic agents, 8-chloroadenosine 3',5'-monophosphate (8-Cl-cAMP) and tiazofurin (TR), have been shown to be effective against different malignant cells. Through specific mechanisms of action they modulate the cellular signal transduction pathway, thereby causing growth inhibition, cell differentiation, and apoptosis. The
D J Propper et al.
Clinical cancer research : an official journal of the American Association for Cancer Research, 5(7), 1682-1689 (1999-08-03)
The cyclic AMP (cAMP)-dependent protein kinase regulatory subunit RI is overexpressed in cancer cells. 8-Chloro-cAMP (8-Cl-cAMP) is an RII site-specific analogue that down-regulates RI and inhibits the growth of a wide range of cancer cells in vitro and in vivo.
Audrey J Robinson-White et al.
The Journal of clinical endocrinology and metabolism, 94(10), 4061-4069 (2009-09-24)
Carney complex, a multiple neoplasia syndrome, characterized primarily by spotty skin pigmentation and a variety of endocrine and other tumors, is caused by mutations in PRKAR1A, the gene that codes for the RIalpha subunit of protein kinase A (PKA). PKA

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