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C1081

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

Name: 8-Chloroadenosine 3′,5′-cyclic-monophosphate
Brand: SIGMA

≥85%

Sinónimos:

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

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Fórmula empírica (notación de Hill):

C₁₀H₁₁ClN₅O₆P

Número CAS:

41941-56-4

Peso molecular:

363.65

NACRES:

NA.77

PubChem Substance ID:

24892338

UNSPSC Code:

41106305

MDL number:

MFCD00153938

Assay:

≥85%

Form:

powder

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Propiedades

assay

≥85%

form

powder

solubility

aqueous base: soluble

storage temp.

−20°C

SMILES string

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

Descripción

Biochem/physiol Actions

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

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Este artículo	C8988	A9501	C5438
Sigma-Aldrich C1081 8-Chloroadenosine 3′,5′-cyclic-monophosphate	Sigma-Aldrich C8988 8-(4-Chlorophenylthio)-2′-O-methyladenosine 3′,5′-cyclic monophosphate monosodium hydrate	Sigma-Aldrich A9501 Adenosine 3′,5′-cyclic monophosphate	Sigma-Aldrich C5438 8-(4-Chlorophenylthio)-guanosine 3′,5′-cyclic monophosphate sodium salt
assay ≥85%	assay ≥98% (HPLC)	assay ≥98.5% (HPLC)	assay ≥95% (HPLC)
form powder	form powder	form powder	form powder
storage temp. −20°C	storage temp. −20°C	storage temp. −20°C	storage temp. −20°C
solubility aqueous base: soluble	solubility H₂O: >10 mg/mL	solubility H₂O: 10 mg/mL, clear, colorless (pH of aqueous solution is approx. 3.0. The sodium salt (A6885) is about 20× more soluble.)	solubility H₂O: 25 mg/mL

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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8-Chloro-cyclic AMP-induced growth inhibition and apoptosis is mediated by p38 mitogen-activated protein kinase activation in HL60 cells.

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

Involvement of AMP-activated protein kinase and p38 mitogen-activated protein kinase in 8-Cl-cAMP-induced growth inhibition.

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

Targeting the mitogen‑activated protein kinase kinase and protein kinase A pathways overcomes acquired resistance to Selumetinib in low‑grade glioma cells.

Linda Melotti et al.

Oncology reports, 45(2), 752-763 (2021-01-09)

The Ras/Raf/MEK/MAPK signaling cascade is frequently activated in human cancer and serves a crucial role in the oncogenesis of pediatric low‑grade gliomas (PLGGs). Therefore, drugs targeting kinases among the mitogen‑activated protein kinase (MAPK) effectors of receptor tyrosine kinase signaling may represent promising

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SKU	GTIN
SAB1306256-400UL	04061835632527
C1081-10MG	04061832897592
C1081-5MG	04061832897608

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

≥85%

Acerca de este artículo

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InChI

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Biochem/physiol Actions

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wgk

flash_point_f

flash_point_c

ppe

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