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Bucladesine sodium

CAS No.
16980-89-5
Chemical Name:
Bucladesine sodium
Synonyms
Calcium Dibutyacyladenosine Cyclophosphate;DC 2797;,5ÕDBcAMP-Na;STK803270;N6-2ÕPrestwick_32;CAMP, DB-, NA;BUCLADESINE NA;dt5621sodiumsalt
CBNumber:
CB8236166
Molecular Formula:
C18H25N5NaO8P
Molecular Weight:
493.39
MDL Number:
MFCD00005843
MOL File:
16980-89-5.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-07-16 07:06:08

Bucladesine sodium Properties

Melting point >173°C (dec.)
storage temp. -20°C
solubility H2O: 50 mg/mL
form powder
color white
biological source synthetic (organic)
Water Solubility water: 1mg/mL
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|
FDA UNII 4DZN2C97A7
UNSPSC Code 41106305
NACRES NA.77

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338
PPE Eyeshields, Gloves, type N95 (US)
Safety Statements  24/25
WGK Germany  2
RTECS  ES5055500
10-21
HS Code  29349990
Storage Class 11 - Combustible Solids

Bucladesine sodium price More Price(96)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 28745-M Adenosine 3ʹ,5ʹ-cyclic Monophosphate, N⁶,O2ʹ-Dibutyryl-, Sodium Salt - CAS 16980-89-5 - Calbiochem This Dibutyryl-cAMP, CAS 16980-89-5, is a cell-permeable cAMP analog that preferentially activates PKA. 16980-89-5 25mg $150 2026-04-30 Buy
Sigma-Aldrich 28745-M Adenosine 3ʹ,5ʹ-cyclic Monophosphate, N⁶,O2ʹ-Dibutyryl-, Sodium Salt - CAS 16980-89-5 - Calbiochem This Dibutyryl-cAMP, CAS 16980-89-5, is a cell-permeable cAMP analog that preferentially activates PKA. 16980-89-5 100mg $461 2026-04-30 Buy
Sigma-Aldrich 28745-M Adenosine 3′,5′-cyclic Monophosphate, N⁶,O2′-Dibutyryl-, Sodium Salt This Dibutyryl-cAMP, CAS 16980-89-5, is a cell-permeable cAMP analog that preferentially activates PKA. 16980-89-5 1g $1390 2026-04-30 Buy
Sigma-Aldrich 28745-M Adenosine 3′,5′-cyclic Monophosphate, N⁶,O2′-Dibutyryl-, Sodium Salt This Dibutyryl-cAMP, CAS 16980-89-5, is a cell-permeable cAMP analog that preferentially activates P 16980-89-5 100 μg $16040 2026-04-30 Buy
Sigma-Aldrich 28745-M Adenosine 3′,5′-cyclic Monophosphate, N⁶,O2′-Dibutyryl-, Sodium Salt This Dibutyryl-cAMP, CAS 16980-89-5, is a cell-permeable cAMP analog that preferentially activates PKA. 16980-89-5 28745-1GM $1220 2023-06-20 Buy
Product number Packaging Price Buy
28745-M 25mg $150 Buy
28745-M 100mg $461 Buy
28745-M 1g $1390 Buy
28745-M 100 μg $16040 Buy
28745-M 28745-1GM $1220 Buy

Bucladesine sodium Chemical Properties,Uses,Production

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).

Synthesis

Preparation of bucladesine sodium: in the flask containing cyclic adenosine monophosphate slowly added sodium hydroxide aqueous solution (3 mol/L), the process of temperature control, the drop is completed warmed to room temperature, with HCl solution (20%) to adjust the pH to 7-8, add anhydrous ethanol precipitation of white solids, filtration, drying of the sodium salt of a white solid; the sodium salt and n-butyl anhydride under the protection of N2 warmed to 140 reaction, TLC monitoring the reaction is complete, and then reduced to room temperature. TLC monitoring, the reaction is complete after the drop to room temperature, slowly add methyl tert-butyl ether, the process of vigorous stirring, get nearly white solid crude product. A mixed solution of methyl tert-butyl ether and acetone was resuspended to obtain a white powdery target product.

storage

Store at -20°C

Background

Dibutyryl-cAMP, also known as bucladesine, is an analog of the second messenger cyclic adenosine 3'5'-monophosphate. Dibutyryl-cAMP is a phosphodiesterase inhibitor and a cAMP-dependent protein kinase activator that mimics the action of cAMP in cells. The anti-inflammatory activity of Dibutyryl-cAMP makes it an option for the treatment of skin inflammation. Exposure of rat glial cells to Dibutyryl-cAMP inhibited cell growth and increased glial fibrillary acidic protein levels, resulting in a change toward an astrocytic phenotype. Treatment of rat hepatocytes with Dibutyryl-cAMP suppressed both iNOS mRNA and protein expression, decreased iNOS promoter activity, and reduced DNA binding of the transcription factor NF-κB. Dibutyryl-cAMP treatment increased phosphorylated cAMP-response element-binding protein via protein kinase A signaling in rat pulmonary fibroblasts. Cells treated with Dibutyryl-cAMP exhibited a reduced number and size of silicosis nodules, and inhibited myofibroblast differentiation and extracellular matrix deposition.

References

1) Bartschet al.(2003),Bioactivatable, membrane-permeant analogs of cyclic nucleotides as biological tools for growth control of C6 glioma cells; Biol. Chem.,3841321
2) Carranzaet 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.,15511
3) Heiet 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.,39233
4) Imamuraet al.(1998),Differential expression of dystrophin isoforms and utrophin during dibutyryl-cAMP-induced morphological differentiation of rat brain astrocytes; Proc. Natl. Acad. Sci. USA,956139
5) Xiaet al.(2016),Transcriptional comparison of human induced and primary midbrain dopaminergic neurons; Sci. Rep.,620270

Bucladesine sodium Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 406)Suppliers
Supplier Tel Email Country ProdList Advantage
Hangzhou Runyan Medical Technology Co., LTD 571-13989459766 18112526015 sales@runyanpharma.com China 496 58
TargetMol Chemicals Inc. 021-021-33632979 15002134094 marketing@targetmol.com China 7993 58
Hangzhou Meiya Pharmaceutical Co.,ltd. 021-33686691 18001850931 wangjm@meiyapharm.com China 51 58
Shanghai Peiling Biological Technology Co., LTD 13127581762 13127581762 peilingchem@sina.com China 469 58
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
3B Pharmachem (Wuhan) International Co.,Ltd. 18930552037 3bsc@sina.com China 15813 69
TCI (Shanghai) Development Co., Ltd. 021-67121386 Sales-CN@TCIchemicals.com China 24512 81
Adamas Reagent, Ltd. 400-6009262 15618770481 yhx@titansci.com China 14098 59
Nanjing Chemlin Chemical Co., Ltd 025-83697070 13770331960 info@chemlin.com.cn China 16305 64
XiaoGan ShenYuan ChemPharm co,ltd 15527621225; 15527621225 1791901229@qq.com China 6746 52

View Lastest Price from Bucladesine sodium manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Bucladesine sodium pictures 2026-07-15 Bucladesine sodium
16980-89-5
$31.00-79.00 99.65% 10g TargetMol Chemicals Inc.
Bucladesine sodium pictures 2026-07-15 Bucladesine sodium
16980-89-5
$31.00-79.00 99.65% 10g TargetMol Chemicals Inc.
Bucladesine sodium salt (DB-cAMP.Na) pictures 2026-06-02 Bucladesine sodium salt (DB-cAMP.Na)
16980-89-5
1kg ≥95% 5000kg Hangzhou Meiya Pharmaceutical Co Ltd
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 N,2'-O-Dibutanoyladenosine 3',5'-(phosphoric acid sodium) salt N,2'-O-Dibutyryladenosine-3',5'-phosphoric acid sodium salt Sodium bucladesine ,5Õ -cyclophosphate sodium salt monohydrate N6-2Õ -O-Dibutyryl-adenosine 3Õ Adenosine, N-(1-oxobutyl)-, cyclic 3',5'-(hydrogen phosphate) 2'-butanoate, monosodium salt N6,2'-O-DIBUTYRYLADENOSINE 3':5'-CYCLIC MONOPHOSPHA N6,2'-O-DIBUTYRYLADENOSINE-3',5'-CYCLO-P HOSPHATE SO-SALT Dibutyacyladenosine 4H-Furo[3,2-d]-1,3,2-dioxaphosphorin, adenosine deriv. Butyramide, N-(9-b-D-ribofuranosyl-9H-purin-6-yl)-, cyclic hydrogen phosphate butyrate (ester), monosodium salt (8CI) DC 2797 Dibutyryl 3',5'-cyclic AMP sodium salt Dibutyryl cyclic AMP monosodium salt Dibutyryl cyclic AMP sodium N6,2'-O-Dibutyryl-3',5'-cyclic AMP sodium salt N6,2'-O-Dibutyryladenosine-3',5'-monophosphate monosodium salt N6,O2'-Dibutyryl-3',5'-cyclic AMP sodium salt N-6,O-2'-Dibutyryladenosine cyclic 3',5'-monophosphate sodium salt Sodium N6,2'-O-dibutyryladenosine 3',5'-cyclic phosphate DIBUTYRYL-CYCLICAMP BUCLADESINE[N-6,O-2''-DIBUTYRYL ADENOSINE CYCLIC 3'',5''-MONOPHOSPHATE] N6,2'-O-DIBUTRYL-ADENISINE-3',5'-CYCLICMONPHOSPHATE SODIUM SALT Bucladesine sodium salt, Dibutyryl cAMP sodium salt, Dibutyryl cyclic-AMP sodium salt Bucladesine, Dibutyryl cyclic-AMP N6,2μ-O-Dibutyryladenosine 3μ,5μ-cyclic monophosphate monohydrate sodium salt ibutyryl cyclic AMP sodium N6,O2-DIBUTYRYLADENOSINE-3',5'-CYCLIC-MONOPHOSPHATE NA Dibutyacyladenosine cyclphosphate Adenosine,N-(1-oxobutyl)-, cyclic 3',5'-(hydrogen phosphate) 2'-butanoate, sodiuM salt(1:1) Adenosine 3?,5?-cyclic Monophosphate, N?,O Dibutyryl-cAMP sodium salt, >=98% adenosine,n-(1-oxobutyl)-,cyclic3’,5’-(hydrogenphosphate)-2’-butanoate,m bucladesinesodium butyramide,n-(9-beta-d-ribofuranosyl-9h-purin-6-yl)-,cyclichydrogenphosphate,butyrate(ester),monosodiumsalt dibutylcampsodiumsalt sodiumdibutyryl3’,5’-cyclicamp sodiumdibutyrylcamp N6, O2-DIBUTYRYLADENOSINE-3',5'-CYCLIC-MONOPHOSPHATE SODIUM SALT N6,O2'-DIBUTYRYL ADENOSINE 3',5'-CYCLIC MONOPHOSPHATE SODIUM SALT N6,O2'-DIBUTYRYLADENOSINE-3':5'-PHOSPHATE CYCLIC NA-SALT N6,O2'-DIBUTYRYLADENOSINE-3',5'-PHOSPHATE CYCLIC SODIUM SALT N6,2'-O-DIBUTYRYLADENOSINE 3':5'-CYCLIC MONOPHOSPHATE SODIUM SALT N6,2'-O-DIBUTYRYLADENOSINE-3',5'-CYCLIC MONOPHOSPHATE SODIUM SALT N6,2'-O-DIBUTYRYLADENOSINE-3':5'-CYCLIC MONOPHOSPHORIC ACID, SODIUM ADENOSINE 3',5'-CYCLIC MONOPHOSPHATE, N6,O2'-DIBUTYRYL-, SODIUM SALT ADENOSINE-3',5'-CYCLIC MONOPHOSPHORIC ACID, N,2'O-DIBUTYRYL, SODIUM SALT BUCLADESINE NA