ChemicalBook--->CAS DataBase List--->76939-46-3

76939-46-3

76939-46-3 Structure

76939-46-3 Structure
IdentificationBack Directory
[Name]

8-BROMOADENOSINE-3',5'-CYCLIC MONOPHOSPHATE SODIUM SALT
[CAS]

76939-46-3
[Synonyms]

8-BR-CAMP NA
CAMP, 8-BR, NA
8-BROMO-CAMP, NA
8-Br-3',5'-cAMPNa
8-BR-CAMP SODIUM SALT
8-Bromo-cAMP sodium sal
8-BROMO-CAMP, SODIUM SALT
8-bromo-Cyclic AMP (sodium salt)
8-BROM-ADENOSIN-3',5'-CYCLOPHOSPHAT
8-bromoadenosine 3:5-cyclic*monophosphate sodiu
8-BROMOADENOSINE-3',5'-CYCLOPHOSPHATE SODIUM SALT
8-BROMOADENOSINE 3':5'-CYCLICMONOPHOSPHA TE SODIUM
8-Bromoadenosine 3',5'-phosphoric acid sodium salt
8-BROMOADENOSINE 3':5'-CYCLIC MONOPHOSPHATE SODIUM SALT
8-BROMOADENOSINE-3',5'-CYCLIC MONOPHOSPHATE SODIUM SALT
8-Bromoadenosine-3',5'-cyclic phosphoric acid sodium salt
ADENOSINE 3',5'-CYCLIC MONOPHOSPHATE, 8-BROMO-, SODIUM SALT
8-BROMOADENOSINE-3,5-CYCLICMONOPHOSPHATESODIUMSALT,ULTRAPURE
8-bromoadenosine-3’,5’-cyclicmonophosphate(8-br-camp),sodiumsalt
8-BROMOADENOSINE-3',5'-CYCLIC MONOPHOSPHATE SODIUM SALT USP/EP/BP
Adenosine,8-bromo-,cyclic3',5'-(hydrogenphosphate),sodiumsalt(1:1)
8-BROMO-CYCLIC 3',5'-(HYDROGEN PHOSPHATE)-ADENOSINE, MONOSODIUM SALT
8-BROMOADENOSINE-3'',5''-CYCLIC -MONOPHOSPHATE SODIUM SALT 98% -20 TO 0 C
8-Bromo-cAMP, sodium salt,8-Bromoadenosine-3',5'-cyclicmonophosphatesodiumsalt
Adenosine 3,5-cyclic Monophosphate, 8-Bromo-, Sodium Salt - CAS 76939-46-3 - Calbiochem
sodium 6-(6-amino-8-bromo-9-purinyl)-2-oxido-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphorin-7-ol
[Molecular Formula]

C10H10BrN5NaO6P
[MDL Number]

MFCD00005844
[MOL File]

76939-46-3.mol
[Molecular Weight]

430.08
Chemical PropertiesBack Directory
[Melting point ]

>264°C )dec._
[storage temp. ]

-20°C
[solubility ]

H2O: 100 mg/mL
[form ]

powder
[color ]

off-white
[Water Solubility ]

Soluble in water (100mM)
[BRN ]

7739743
[Stability:]

Hygroscopic, Moisture Sensitive
[InChIKey]

DMRMZQATXPQOTP-GWTDSMLYSA-M
[SMILES]

[Na+].[P]1(=O)(O[C@@H]2[C@H](O[C@H]([C@@H]2O)[n]3c4ncnc(c4nc3Br)N)CO1)[O-]
Safety DataBack Directory
[Safety Statements ]

22-24/25
[WGK Germany ]

3
[F ]

10-21
[HS Code ]

29349990
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Chemical Properties]

Off-white powder
[Uses]

8-Bromoadenosine 3′,5′-cyclic monophosphate sodium salt has been used:
  • to study its effect on fas and caspase-3 mRNA expression and on P4 production in bovine mid luteal cell culture
  • used to treat choriocarcinoma BeWo cell line and study its effect on cell viability, apoptosis and morphological changes in the nuclei
  • in superfusion medium for head kidneys stimulation

[General Description]

8-Bromoadenosine 3′:5′-cyclic monophosphate is a brominated cyclic mononucleotide.
[Biological Activity]

Cell-permeable cAMP analog; activator of protein kinase A. Also available as part of the PKA Tocriset™ .
[Biochem/physiol Actions]

Cell-permeable cAMP analog having greater resistance to hydrolysis by phosphodiesterases than cAMP. Activates protein kinase A, inhibits growth, decreases proliferation, increases differentiation, and induces apoptosis of cultured cells.
[storage]

-20°C (desiccate)
[References]

[1]ulloa-aguirre a,?august am,?etal. , 8-bromo-adenosine?3',5'-monophosphate?regulates?expression?of?chorionic?gonadotropin?and fibronectin in human cytotrophoblasts. j clin endocrinol metab.?1987 may;64(5):1002-9.
[2] rene e m. y. barge, j.h. frederik falkenburg, etal., 8-bromo-camp induces a proliferative response in an il-3 dependent leukemic cell line and activates erk1,2 via a shc-independent pathway. biochimica et biophysica acta 1355 (1997) 141–146.
[3] haycock jw, bennett wf, etal. , multiple site phosphorylation of tyrosine hydroxylase. differential regulation in situ by a 8-bromo-camp and acetylcholine. j biol chem. 1982 nov 25;257(22):13699-703.
Spectrum DetailBack Directory
[Spectrum Detail]

8-BROMOADENOSINE-3',5'-CYCLIC MONOPHOSPHATE SODIUM SALT(76939-46-3)1HNMR
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