Bucladesine sodium
Synonym(s):Adenosine 3ʹ,5ʹ-cyclic Monophosphate, N⁶,O2ʹ-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: 2026-01-24 17:36:03
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) |
 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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