8-(2-Aminoethyl)aminoadenosine-3',5'-cyclic monophosphate

Base Information

• Chemical Name: 8-(2-Aminoethyl)aminoadenosine-3',5'-cyclic monophosphate
• CAS No.: 61363-29-9
• Molecular Formula: C₁₂H₁₈N₇O₆P
• Molecular Weight: 387.292
• Hs Code.: 29389090
• DSSTox Substance ID: DTXSID80577265
• Nikkaji Number: J435.603I
• Wikidata: Q82467221
• Mol file: 61363-29-9.mol

Synonyms:61363-29-9;8-(2-Aminoethyl)aminoadenosine-3',5'-cyclic monophosphate;(4aR,6R,7R,7aS)-6-[6-amino-8-(2-aminoethylamino)purin-9-yl]-2-hydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-ol;8-(2-AMINOETHYL)AMINOADENOSINE-3,5-CYCLICMONOPHOSPHATE;DTXSID80577265;W-203290;Adenosine,8-[(2-aminoethyl)amino]-,cyclic 3',5'-(hydrogen phosphate);(4aR,6R,7R,7aS)-6-{6-Amino-8-[(2-aminoethyl)amino]-9H-purin-9-yl}-2,7-dihydroxytetrahydro-2H,4H-2lambda~5~-furo[3,2-d][1,3,2]dioxaphosphinin-2-one

Chemical Property of 8-(2-Aminoethyl)aminoadenosine-3',5'-cyclic monophosphate

Chemical Property:

• PSA: 202.70000
• LogP: -0.09230
• XLogP3: -5.5
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 4
• Exact Mass: 387.10561832
• Heavy Atom Count: 26
• Complexity: 574

Purity/Quality:

97% ^*data from raw suppliers

8-(2-Aminoethyl)aminoadenosine 3',5'-cyclic monophosphate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2C(C(C(O2)N3C4=NC=NC(=C4N=C3NCCN)N)O)OP(=O)(O1)O
• Isomeric SMILES: C1[C@@H]2[C@H]([C@H]([C@@H](O2)N3C4=NC=NC(=C4N=C3NCCN)N)O)OP(=O)(O1)O

Technology Process of 8-(2-Aminoethyl)aminoadenosine-3',5'-cyclic monophosphate

There total 2 articles about 8-(2-Aminoethyl)aminoadenosine-3',5'-cyclic monophosphate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

Br-cAMP (23583-48-4) + ethylenediamine (107-15-3,85404-18-8) → 8-(2-amino-ethylamino)-O3',O5'-hydroxyphosphoryl-adenosine (61363-29-9)

Guidance literature:

for 0.0833333h; Microwave irradiation;

DOI:10.1002/anie.201308816

Reference yield:

→ 8-(2-amino-ethylamino)-O3',O5'-hydroxyphosphoryl-adenosine (61363-29-9)

Guidance literature:

8-Bi-cAMP, Ethylendiamin S. 3725;

DOI:10.1021/bi00662a013

upstream raw materials:

Br-cAMP

ethylenediamine

Refernces

• 1、 Dills Jr.,Beavo,Bechtel,Myers,Sakai,Krebs. "Binding of adenosine 3',5' monophosphate dependent protein kinase regulatory subunit to immobilized cyclic nucleotide derivatives". . p. 3724 - 3731. Retrieved 2007/10/10.