Basic information
- CAS
362-74-3- Standard SMILES
CCCC(=O)Nc1ncnc2c1ncn2C1OC2COP(=O)(O)OC2C1OC(=O)CCC- InChIKey
CJGYSWNGNKCJSB-UHFFFAOYSA-N- Molecular formula
- C18H24N5O8P
- Average molar mass
- 469.4 g/mol
- Monoisotopic mass
- 469.13624974
Overview
Butanoic acid [2-hydroxy-2-oxo-6-[6-(1-oxobutylamino)-9-purinyl]-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphorin-7-yl] ester is a 3',5'-cyclic purine nucleotide.
Names & identifiers
- Preferred name
- 6-(6-Butanamido-9H-purin-9-yl)-2-hydroxy-2-oxotetrahydro-2H,4H-2lambda~5~-furo(3,2-d)(1,3,2)dioxaphosphinin-7-yl butanoate
- IUPAC
- [6-[6-(butanoylamino)purin-9-yl]-2-hydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-yl] butanoate
- English name
- Bucladesine
- Molecular formula
- C18H24N5O8P
- Molecular weight
- 469.39
Names & synonyms
RefChem:1073711DTXCID00209637DTXSID408593526-(6-Butanamido-9H-purin-9-yl)-2-hydroxy-2-oxotetrahydro-2H,4H-2lambda~5~-furo(3,2-d)(1,3,2)dioxaphosphinin-7-yl butanoateCyclic dibutyryl AMPAMP N6-2'-O-dibutyrateN6,O2'-Dibutyryl cyclic AMPN6,2'-O-Dibutyryl cyclic AMPDibutyryl-3',5'-adenosine monophosphateDibutyryl adenosine cyclic 3',5'-monophosphateN6,O2'-Dibutyryl cyclic adenosine monophosphateNCGC00021144-02
Show more names
BucladesinBUCLADESINEN-(9-beta-D-RibofuraCyclic AMP dibutyrateDibutyryl cyclic 3',5'-AMPDibutyryl 3',5'-Cyclic AMPCalciuM Dibutyacyladenosine3',5'-Cyclic AMP dibutyrateBucladesine (Dibutyryl-cAMP)Butyryladenosine Cyclophosphate
N6,5'-phosphateN6,5'-monophosphateN6,5'-cyclic AMPN6,5'-monophosphoric acidN6,5'-cyclic monophosphateN6,5'-(hydrogen phosphate)SCHEMBL1631053',5'-Dibutyryl cyclic AMP
Properties
Computed structural properties
- XLogP
- -0.5
- Topological polar surface area
- 164 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 11
- Rotatable bonds
- 8
- Heavy atoms
- 32
- Formal charge
- 0
- Complexity
- 759
Physicochemical properties
- Density
- 1.72 · 1.72±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C Freezer
- solubility
- DMSO; Methano
- pka
- 0.82 · 0.82±0.60(Predicted)
- form
- Solid
- color
- White
- FDA UNII
- 63 X7MBT2LQ · 63X7MBT2LQ
- ATC code
- 1 CE04 · C01CE04
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H320-H335
- Precautionary statements
- 264 · P264-P270-P301+P312-P330
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H302-H315-H320-H335
- Precautionary statements
- P264-P270-P301+P312-P330
Chemistry & industry
Applications
DescriptionBucladesine is a cyclic nucleotide derivative that mimics the action of endogenous CYCLIC AMP and is capable of permeating the cell membrane. It has vasodilator properties and is used as a cardiac stimulant. (From Merck Index, 11th ed)
UsesBucladesine is a cell permeable cAMP analog. The compound is used in a wide variety of research applications because it mimics cAMP and can induce normal physiological responses when added to cells in experimental conditions. cAMP is only able to elicit minimal responses in these situations. The neurite outgrowth instigated by bucladesine in cell cultures has been shown to be enhanced by nardosinone.
Suppliers69 total
Hangzhou Meiya Pharmaceutical Co Ltd+86-021-33686691 +86-18001850931 · [email protected]
郑州汇聚化工有限公司0371-53399770 18037166334 · [email protected]
温州共赢化学有限公司+86-0086-577-64498589 +86-15355981851 · [email protected]
湖北海克斯生化有限公司17362916295; 17362916295 · [email protected]
陕西缔都化学有限公司029-029-81123119 17391733320 · [email protected]
Baoji Guokang Healthchem co.,ltd+8615604608665 15604608665 · [email protected]
北京安司莫森技术有限公司010-82954736 13391601435 · [email protected]
湖北威德利化学试剂有限公司17771473825 13385289472 · [email protected]
河南英田生物科技有限公司
Related reactions
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Compound notes
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