16980-89-5
N6-2'-O-Dibutyryl-adenosine 3',5'-cyclophosphate sodium salt monohydrate
CAS: 16980-89-5
Molecular Formula: C18H25N5NaO8P
16980-89-5 - Names and Identifiers
| Name | N6-2'-O-Dibutyryl-adenosine 3',5'-cyclophosphate sodium salt monohydrate |
| Synonyms | Poly I-poly C dt5621sodiumsalt Bucladesine sodium DT 5621 sodium salt Sodium dibutyryl cAMP dibutylcyclicampsodium Bucladesine sodium salt Dibutyl cAMP sodium salt Dibutyl cyclic AMP sodium dibutylcyclicampsodiumsalt monosodiumdibutyrylcyclicamp Dibutyl cyclic AMP sodium salt Monosodium dibutyryl cyclic AMP e,butyrate(ester),monosodiumsalt Sodium dibutyryl 3',5'-cyclic AMP Sodium dibutyryl cyclic adenosine-3',5'-monophosphate n6,02'-dibutyryladenosine3',5'-cyclicmonophosphatesodiumsalt n6,2'-o-dibutyryladenosine-3',5'-cyclicmonophosphate(dbcamp),sodiumsalt n-(9-beta-d-ribofuranosyl-9h-purin-6-yl)-butyramidcyclichydrogenphosphat N6-2'-O-Dibutyryl-adenosine 3',5'-cyclophosphate sodium salt monohydrate Adenosine, N-(1-oxobutyl)-, cyclic 3',5'-(hydrogen phosphate)-2'-butanoate, monosodium salt Adenosine, N-(1-oxobutyl)-, cyclic 3',5'-(hydrogen phosphate) 2'-butanoate, monosodium salt Butyramide, N-(9-beta-D-ribofuranosyl-9H-purin-6-yl)-, cyclic hydrogen phosphate, butyrate (ester), monosodium salt sodium (4aR,6R,7R,7aR)-6-[6-(butanoylamino)-9H-purin-9-yl]-7-(butanoyloxy)tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-2-olate 2-oxide |
| CAS | 16980-89-5 |
| EINECS | 241-059-4 |
| InChI | InChI=1/C18H24N5O8P.Na/c1-3-5-11(24)22-16-13-17(20-8-19-16)23(9-21-13)18-15(30-12(25)6-4-2)14-10(29-18)7-28-32(26,27)31-14;/h8-10,14-15,18H,3-7H2,1-2H3,(H,26,27)(H,19,20,22,24);/q;+1/p-1/t10-,14-,15-,18-;/m1./s1 |
16980-89-5 - Physico-chemical Properties
| Molecular Formula | C18H25N5NaO8P |
| Molar Mass | 493.39 |
| Melting Point | >173°C (dec.) |
| Solubility | Soluble in water (100 mg/ml), DMSO (200 mM), and 96% ethanol (25 mM). |
| Appearance | White powder |
| Color | white |
| Merck | 14,1463 |
| Storage Condition | -20°C |
| 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. |
| Sensitive | Sensitive to heat and easy to absorb moisture |
| MDL | MFCD00005843 |
| Use | An analog of cyclic AMP that stimulates cAMP-dependent protein kinase |
| In vitro study | Dibutyryl-cAMP inhibits neuronal glucose uptake by PKA activation. In cultured rat hepatocytes, Dibutyryl-cAMP inhibited the expression and NF-kappaB-binding activity of inducible nitric oxide synthase. Dibutyryl-cAMP also inhibited TNFalpha-induced rod cell apoptosis by inhibiting FADD upregulation. |
| In vivo study | In a mouse model, Bucladesine (600 nM/mouse, I. p.) reverses the impairment of avoidance memory retention induced by zinc chloride and lead acetate. |
16980-89-5 - Risk and Safety
| Safety Description | 24/25 - Avoid contact with skin and eyes. |
| WGK Germany | 2 |
| RTECS | ES5055500 |
| FLUKA BRAND F CODES | 10-21 |
| HS Code | 29349990 |
16980-89-5 - Introduction
Bucladesine sodium salt is a PKA selective activator that can penetrate into the membrane.
Last Update：2022-10-16 17:14:22
16980-89-5 - Reference Information
| application | sodium dibutyryladenosine cyclophosphate is a derivative of adenosine cyclophosphate, which is used for the treatment of cardiogenic shock and heart failure. in 1999, dibutyryladenosine cyclophosphate sodium ointment was developed to treat skin infections and skin ulcers. |
| preparation | preparation of sodium dibutyryl cyclic adenosine phosphate: slowly drop sodium hydroxide aqueous solution (3mol/L) in a flask containing cyclic adenosine phosphate, control the temperature in the process, raise the temperature to room temperature after dropping, adjust the pH to 7-8 with HCl solution (20%), add anhydrous ethanol to precipitate white solid, filter and dry to obtain white solid sodium salt; sodium salt and n-butyl anhydride are heated to 140 ℃ under N2 protection, TLC monitoring is carried out, the reaction is completely reduced to room temperature, methyl tert-butyl ether is slowly added, and the process is vigorously stirred to obtain nearly white solid crude product. The mixed solution of methyl tert-butyl ether and acetone is resuspended to obtain a white powder target product. |
| biological activity | Dibutyryl-cAMP (Bucladesine, dbcAMP) is a cell permeable PKA activator that works by simulating endogenous cAMP. Dibutyryl-cAMP (Bucladesine) is also a phosphodiesterase (PDE) inhibitor. |
| Target | Value |
Last Update：2024-04-10 22:29:15
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Product Name: N6,2′-O-Dibutyryladenosine 3′,5′-cyclic monophosphate sodium salt Visit Supplier Webpage Request for quotationCAS: 16980-89-5
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
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