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C1081

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

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

≥85%

Sinonimo/i:

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

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Informazioni su questo articolo

Formula empirica (notazione di Hill):

C₁₀H₁₁ClN₅O₆P

Numero CAS:

41941-56-4

Peso molecolare:

363.65

NACRES:

NA.77

PubChem Substance ID:

24892338

UNSPSC Code:

41106305

MDL number:

MFCD00153938

Assay:

≥85%

Form:

powder

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Proprietà

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

Descrizione

Biochem/physiol Actions

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

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Questo articolo	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

Classe di stoccaggio

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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The combination of gamma ionizing radiation and 8-Cl-cAMP induces synergistic cell growth inhibition and induction of apoptosis in human prostate cancer cells.

Vesna Vucić et al.

Investigational new drugs, 26(4), 309-317 (2007-12-07)

The antiproliferative and cytotoxic potential of the nucleotide analog 8-Cl-cAMP was tested in PC-3 and DU145 metastatic human prostate cancer cells. The drug was examined as the only therapeutic agent and in combination with ionizing irradiation (IR). Highly synergistic effects

8-Phenylthio-adenines stimulate the expression of steroid hydroxylases, Cav3.2 Ca²⁺ channels, and cortisol synthesis by a cAMP-independent mechanism.

Judith A Enyeart et al.

American journal of physiology. Endocrinology and metabolism, 301(5), E941-E954 (2011-08-04)

The regulation of cortisol synthesis and the expression of genes coding for steroidogenic proteins by 8-substituted cAMP and 8-substituted adenine derivatives were studied in bovine adrenal zona fasciculata (AZF) cells. At concentrations of 10-50 μM, 8-(4-chlorophenylthio)-cAMP (8CPT-cAMP), but not the

Inhibition of B16 mouse melanoma cell growth and induction of apoptotic cell death with 8-chloroadenosine-3',5'-monophosphate and tiazofurin.

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

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Numero articolo commerciale globale

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

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

≥85%

Informazioni su questo articolo

assay

form

solubility

storage temp.

SMILES string

InChI

InChI key

Biochem/physiol Actions

Confronta articoli simili

Questo articolo

Informazioni sulla sicurezza

Classe di stoccaggio

wgk

flash_point_f

flash_point_c

ppe

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