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Bucladesine sodium

Basic information Safety Supplier Related

Bucladesine sodium Basic information

Product Name:
Bucladesine sodium
Synonyms:
  • dibutylcyclicampsodium
  • dibutylcyclicampsodiumsalt
  • dt5621sodiumsalt
  • e,butyrate(ester),monosodiumsalt
  • monosodiumdibutyrylcyclicamp
  • n-(9-beta-d-ribofuranosyl-9h-purin-6-yl)-butyramidcyclichydrogenphosphat
  • n6,02’-dibutyryladenosine3’,5’-cyclicmonophosphatesodiumsalt
  • n6,2’-o-dibutyryladenosine-3’,5’-cyclicmonophosphate(dbcamp),sodiumsalt
CAS:
16980-89-5
MF:
C18H25N5NaO8P
MW:
493.39
EINECS:
241-059-4
Product Categories:
  • Cyclic Nucleotide related
  • API
  • 16980-89-5
Mol File:
16980-89-5.mol
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Bucladesine sodium Chemical Properties

Melting point:
>173°C (dec.)
storage temp. 
-20°C
solubility 
H2O: 50 mg/mL
form 
powder
color 
white
Merck 
14,1463
Stability:
Stable for 2 years from date of purchase as supplied. Solutions in DMSO or distilled water may be stored at -20° for up to 1 month.
InChIKey
DBXVIQJWMFGXGO-AOTDUVMNNA-N
SMILES
O([C@@H]1[C@]2([H])OP(O)(=O)OC[C@@]2([H])O[C@H]1N1C=NC2C(=NC=NC1=2)NC(=O)CCC)C(=O)CCC.[NaH] |&1:1,2,10,13,r|
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Safety Information

Safety Statements 
24/25
WGK Germany 
2
RTECS 
ES5055500
10-21
HS Code 
29349990

MSDS

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Bucladesine sodium Usage And Synthesis

Description

Bucladesine sodium is a derivative of cyclic-AMP with cardiac stimulant and peripheral vasodilatory properties. It is reported to be useful in cardiac insufficiency, especially after heart surgery.

Originator

Daiichi Seiyaku; Seishin Seiyaku (Japan)

Uses

Bucladesine sodium is an analog of cyclic AMP that stimulates cAMP-dependent protein kinase. It has vasodilator properties and is used as a cardiac stimulant.

Definition

ChEBI: Bucladesine sodium is a 3',5'-cyclic purine nucleotide.

Application

N6,2′-O-Dibutyryladenosine 3′,5′-cyclic monophosphate sodium salt has been used:
as a medium supplement for neural crest stem cells (NCSCs) differentiation
as a component of thawing medium for cryopreserved human iPSC (induced pluripotent stem cell)-derived neurons
in serum-free Dulbecco′s modified eagle′s medium (DMEM) to induce astrocyte differentiation

brand name

ACTOCIN

General Description

A cell-permeable cAMP analog that preferentially activates cAMP-dependent protein kinase (PKA). Causes an increase in the steady state level of parathyroid hormone-related peptide mRNA. Also acts as a Hh pathway antagonist. Shown to induce apoptosis in vascular smooth muscle cells.

Biochem/physiol Actions

Cell-permeable cAMP analog that activates cAMP dependent protein kinase (PKA).

storage

Store at -20°C

References

1) Bartsch?et al.?(2003),?Bioactivatable, membrane-permeant analogs of cyclic nucleotides as biological tools for growth control of C6 glioma cells; Biol. Chem.,?384?1321
2) Carranza?et al.?(1998),?Protein kinase A induces recruitment of active Na+,K+-ATPase units to the plasma membrane of rat proximal convoluted tubule cells; J. Physiol.,?15?511
3) Hei?et al.?(1991),?Lack of correlation between activation of cyclic AMP-dependent protein kinase and inhibition of contraction of rat vas deferens by cyclic AMP analogs; Mol. Pharmacol.,?39?233
4) Imamura?et al.?(1998),?Differential expression of dystrophin isoforms and utrophin during dibutyryl-cAMP-induced morphological differentiation of rat brain astrocytes; Proc. Natl. Acad. Sci. USA,?95?6139
5) Xia?et al.?(2016),?Transcriptional comparison of human induced and primary midbrain dopaminergic neurons; Sci. Rep.,?6?20270

Bucladesine sodiumSupplier

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