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HomeProduct name listBucladesine sodium

Bucladesine sodium

Synonym(s):Adenosine 3ʹ,5ʹ-cyclic Monophosphate, N⁶,O-Dibutyryl-, Sodium Salt - CAS 16980-89-5 - Calbiochem;Bucladesine sodium salt;Dibutyryl cAMP sodium salt;Dibutyryl cyclic-AMP sodium salt;Dibutyryl-cAMP, Na

  • CAS NO.:16980-89-5
  • Empirical Formula: C18H25N5NaO8P
  • Molecular Weight: 493.39
  • MDL number: MFCD00005843
  • EINECS: 241-059-4
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-18 21:14:07
Bucladesine sodium Structural

What is Bucladesine sodium?

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)

The Uses of Bucladesine sodium

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.

What are the applications of Application

Dibutyryl-cAMP is a cell-permable analog of cyclic AMP (cAMP) that stimulates cAMP-dependent protein kinases.

Definition

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

What are the applications of 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

Properties of Bucladesine sodium

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.

Safety information for Bucladesine sodium

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H302:Acute toxicity,oral
H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for Bucladesine sodium

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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