CAS 362-74-3

Dibutiril cAMP

Descripción:

Dibutiril cAMP (CAS 362-74-3) es un derivado sintético del monofosfato de adenosina cíclico (cAMP), un mensajero secundario crucial en la señalización celular. Se caracteriza por la presencia de dos grupos butirilo unidos al átomo de nitrógeno de la parte de adenina, lo que mejora su permeabilidad a la membrana en comparación con el cAMP. Esta modificación permite que Dibutiril cAMP penetre eficazmente en las membranas celulares y active las vías de señalización intracelular. Se utiliza comúnmente en investigaciones bioquímicas para estudiar el papel del cAMP en varios procesos fisiológicos, incluyendo el crecimiento celular, la diferenciación y el metabolismo. El compuesto es típicamente un polvo blanco a blanco amarillento y es soluble en agua y disolventes orgánicos. Su estabilidad en condiciones fisiológicas lo convierte en una herramienta valiosa en estudios farmacológicos. Dibutiril cAMP puede activar la proteína quinasa A (PKA) e influir en varios efectos a nivel descendente, lo que lo hace significativo en la investigación de los mecanismos de transducción de señales. Sin embargo, como todas las sustancias químicas, debe manejarse con cuidado, siguiendo los protocolos de seguridad apropiados en entornos de laboratorio.

Fórmula: C₁₈H₂₄N₅O₈P

InChI: InChI=1S/C18H24N5O8P/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)/t10-,14-,15-,18-/m1/s1

Clave InChI: InChIKey=CJGYSWNGNKCJSB-YVLZZHOMSA-N

SMILES: O(C(CCC)=O)[C@H]1[C@@H](O[C@]2([C@]1(OP(=O)(O)OC2)[H])[H])N3C=4C(N=C3)=C(NC(CCC)=O)N=CN4

Sinónimos:

• (4aR,7R,7aR)-6-[6-(butanoylamino)-9H-purin-9-yl]-2-hydroxy-2-oxidotetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-yl butanoate
• 3',5'-Cyclic AMP dibutyrate
• 3′,5′-Cyclic AMP dibutyrate
• 4H-Furo[3,2-d]-1,3,2-dioxaphosphorin, adenosine deriv.
• 6-[6-(butanoylamino)-9H-purin-9-yl]-2-hydroxy-2-oxidotetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-yl butanoate
• Actosin
• Adenosine, N-(1-oxobutyl)-, cyclic 3',5'-(hydrogen phosphate) 2'-butanoate
• Adenosine, N-(1-oxobutyl)-, cyclic 3′,5′-(hydrogen phosphate) 2′-butanoate
• Bucladesin
• Bucladesina
• Butyramide, N-(9-β-<span class="text-smallcaps">D</span>-ribofuranosyl-9H-purin-6-yl)-, 2′-butyrate, cyclic 3′,5′-phosphate
• Butyramide, N-(9-β-<span class="text-smallcaps">D</span>-ribofuranosyl-9H-purin-6-yl)-, cyclic 3′,5′-(hydrogen phosphate) 2′-butyrate
• Butyramide, N-(9-β-D-ribofuranosyl-9H-purin-6-yl)-, 2'-butyrate, cyclic 3',5'-phosphate
• Butyramide, N-(9-β-D-ribofuranosyl-9H-purin-6-yl)-, cyclic 3',5'-(hydrogen phosphate) 2'-butyrate
• Cyclic AMP N6,2'-O-dibutyrate
• Cyclic AMP N⁶,2′-O-dibutyrate
• Cyclic AMP dibutyrate
• Cyclic dibutyryl-AMP
• Dibutyryl 3',5'-cyclic AMP
• Dibutyryl 3',5'-cyclic adenosine monophosphate
• Dibutyryl 3′,5′-cyclic AMP
• Dibutyryl 3′,5′-cyclic adenosine monophosphate
• Dibutyryl adenosine 3',5'-cyclic monophosphate
• Dibutyryl cAMP
• Dibutyryl cyclic 3',5'-AMP
• Dibutyryl cyclic 3',5'-adenylic acid
• Dibutyryl cyclic 3′,5′-AMP
• Dibutyryl cyclic 3′,5′-adenylic acid
• Dibutyryl cyclic AMP
• Dibutyryl cyclic adenosine 3',5'-monophosphate
• Dibutyryl cyclic adenosine 3′,5′-monophosphate
• Dibutyryl cyclic adenosine monophosphate
• Dibutyryl-3',5'-AMP
• Dibutyryl-3',5'-adenosine monophosphate
• Dibutyryl-3′,5′-AMP
• Dibutyryl-3′,5′-adenosine monophosphate
• Dibutyryladenosine 3',5'-cyclic monophosphate
• Dibutyryladenosine 3',5'-cyclic phosphate
• Dibutyryladenosine 3',5'-cyclophosphate
• Dibutyryladenosine 3',5'-monophosphate
• Dibutyryladenosine 3′,5′-cyclic monophosphate
• Dibutyryladenosine 3′,5′-cyclic phosphate
• Dibutyryladenosine 3′,5′-cyclophosphate
• Dibutyryladenosine 3′,5′-monophosphate
• Dibutyryladenosine cyclic 3',5'-monophosphate
• Dibutyryladenosine cyclic 3′,5′-monophosphate
• Dibutyryladenosine cyclic monophosphate
• Dt 5621
• N-(9-beta-D-Ribofuranosyl-9H-furin-6-yl)-butyramide cyclic 3',5'-(hydrogen phosphate) 2'-butyrate
• N-6,O-2'-Dibutyryl adenosine cyclic 3':5'-monophosphate
• N-6-2-O-Dibutyryl adenosine-3',5'-monophosphate
• N6,2'-Dibutyryladenosine cyclic 3',5'-(hydrogen phosphate)
• N6,2'-O-Dibutyryl 3',5'-cyclic adenosine monophosphate
• N6,2'-O-Dibutyryl cAMP
• N6,2'-O-Dibutyryl cyclic 3',5'-AMP
• N6,2'-O-Dibutyryl cyclic 3',5'-adenosine monophosphate
• N6,2'-O-Dibutyryl cyclic AMP
• N6,2'-O-Dibutyryladenosine 3',5'-monophosphate
• N6,2'-O-Dibutyryladenosine cyclic 3',5'-monophosphate
• N6,2'-O-Dibutyryladenosine cyclic 3',5'-phosphate
• N6,O2'-Dibutyryl 3',5'-AMP
• N6,O2'-Dibutyryl adenosine 3',5'-cyclic monophosphate
• N6,O2'-Dibutyryl adenosine-3',5'-phosphate
• N6,O2'-Dibutyryl cyclic 3',5'-AMP
• N6,O2'-Dibutyryl cyclic AMP
• N6,O2'-Dibutyryl cyclic adenosine 3',5'-monophosphate
• N6,O2'-Dibutyryl cyclic adenosine 3',5'-monophosphoric acid
• N6,O2'-Dibutyryl cyclic adenosine monophosphate
• N6,O2'-Dibutyryl-3',5'-cyclic AMP
• N6,O2'-Dibutyryl-cAMP
• N6,O2'-Dibutyryladenosine 3',5'-monophosphate
• N6,O2'-Dibutyryladenosine cyclic 3',5'-phosphate
• N6,O2'-Dibutyrylcyclic adenosine 3',5'-phosphate
• N6-2'-O-Dibutyryl-3',5'-AMP
• N₆-2′-O-Dibutyryl-3′,5′-AMP
• N⁶,2′-Dibutyryladenosine cyclic 3′,5′-(hydrogen phosphate)
• N⁶,2′-O-Dibutyryl 3′,5′-cyclic adenosine monophosphate
• N⁶,2′-O-Dibutyryl cAMP
• N⁶,2′-O-Dibutyryl cyclic 3′,5′-AMP
• N⁶,2′-O-Dibutyryl cyclic 3′,5′-adenosine monophosphate
• N⁶,2′-O-Dibutyryl cyclic AMP
• N⁶,2′-O-Dibutyryladenosine 3′,5′-monophosphate
• N⁶,2′-O-Dibutyryladenosine cyclic 3′,5′-monophosphate
• N⁶,2′-O-Dibutyryladenosine cyclic 3′,5′-phosphate
• N⁶,O²′-Dibutyryl 3′,5′-AMP
• N⁶,O²′-Dibutyryl adenosine 3′,5′-cyclic monophosphate
• N⁶,O²′-Dibutyryl adenosine-3′,5′-phosphate
• N⁶,O²′-Dibutyryl cyclic 3′,5′-AMP
• N⁶,O²′-Dibutyryl cyclic adenosine monophosphate
• N⁶,O²′-Dibutyryl-3′,5′-cyclic AMP
• N⁶,O²′-Dibutyrylcyclic adenosine 3′,5′-phosphate
• N⁶,O^2′-Dibutyryl cyclic AMP
• N⁶,O^2′-Dibutyryl cyclic adenosine 3′,5′-monophosphate
• N⁶,O^2′-Dibutyryl cyclic adenosine 3′,5′-monophosphoric acid
• N⁶,O^2′-Dibutyryl-cAMP
• N⁶,O^2′-Dibutyryladenosine 3′,5′-monophosphate
• N⁶,O^2′-Dibutyryladenosine cyclic 3′,5′-phosphate
• Nsc 143108
• dbcAMP
• Butyramide, N-(9-β-D-ribofuranosyl-9H-purin-6-yl)-, cyclic 3′,5′-(hydrogen phosphate) 2′-butyrate

Bucladesine Sodium Salt

CAS: 16980-89-5, 362-74-3

Fórmula: C₁₈H₂₃N₅NaO₈P

Pureza: >95.0%(HPLC)(qNMR)

Forma y color: White to Almost white powder to crystal

Peso molecular: 491.37

Ref: 3B-D4228

Calcium dibutyryladenosine cyclophosphate

CAS: 362-74-3

Fórmula: C₁₈H₂₃N₅O₈P·Ca

Pureza: ≥ 95.0% (anhydrous basis)

Forma y color: White, off-white, beige or yellow-orange powder

Peso molecular: 508.46

Ref: 7W-GN2961

Bucladesine

CAS: 362-74-3

Bucladesine mimics cAMP, permeates cells, and inhibits phosphodiesterase; used in research.

Fórmula: C₁₈H₂₄N₅O₈P

Forma y color: Solid

Peso molecular: 469.39

Ref: TM-T20214

Dibutyryladenosine cyclic 3',5'-monophosphate

CAS: 362-74-3

Dibutyryladenosine cyclic 3',5'-monophosphate (DBACMP) is a mitochondrial function regulator that inhibits the synthesis of ATP by binding to the methyltransferase enzyme. DBACMP also has an inhibitory effect on other enzymes, such as dna binding activity and enzyme activities involved in cellular energy metabolism. DBACMP inhibits infectious diseases by altering signal pathways, which leads to the production of cytokines and chemokines that have pro-inflammatory effects and stimulate axonal growth. The drug may also bind to the atp-binding cassette transporter and inhibit mitochondrial calcium uptake. DBACMP binds to polymorphonuclear leucocytes and alters cytosolic calcium levels, which may lead to an increased production of protein genes for cell growth.

Fórmula: C₁₈H₂₄N₅O₈P

Pureza: Min. 95%

Peso molecular: 469.39 g/mol

Ref: 3D-NR145431