Adenosine 2',3'-cyclic monophosphate

Base Information

• Chemical Name: Adenosine 2',3'-cyclic monophosphate
• CAS No.: 37063-35-7
• Molecular Formula: C10H12 N5 O6 P . Na
• Molecular Weight: 351.191
• Hs Code.: 29349990
• European Community (EC) Number: 253-328-3
• DSSTox Substance ID: DTXSID901216556
• Wikidata: Q27129324
• Mol file: 37063-35-7.mol

Synonyms:2',3'-cyclic AMP(1-);adenosine 2',3'-cyclic monophosphate;cyclic 2',3'-AMP;C10H12N5O6P.Na;C10H12N5O6P;C10-H12-N5-O6-P.Na;(3AR,4R,6R,6AR)-4-(6-AMINO-9H-PURIN-9-YL)-6-(HYDROXYMETHYL)TETRAHYDROFURO[3,4-D][1,3,2]DIOXAPHOSPHOL-2-OL 2-OXIDE;adenosine 2',3'-phosphate;CHEBI:60879;DTXSID901216556;cyclic 2',3'-adenosine monophosphate;37063-35-7;Q27129324;Adenosine, cyclic 2',3'-(hydrogen phosphate), ion(1-);(2R,3aR,4R,6R,6aR)-4-(6-amino-9H-purin-9-yl)-6-(hydroxymethyl)tetrahydrofuro[3,4-d][1,3,2]dioxaphosphol-2-ol 2-oxide;62906-30-3

Chemical Property of Adenosine 2',3'-cyclic monophosphate

Chemical Property:

• Melting Point: 241-243 °C (dec.)(lit.)
• PSA: 167.48000
• LogP: 0.20200
• Storage Temp.: −20°C
• Solubility.: DMSO (Slightly, Heated), Water (Slightly, Sonicated)
• Water Solubility.: It is soluble in DMSO, water.
• XLogP3: -2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 2
• Exact Mass: 328.04469509
• Heavy Atom Count: 22
• Complexity: 490

Purity/Quality:

98%,99%, ^*data from raw suppliers

Adenosine 2′:3′-cyclic monophosphate sodium salt ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=NC(=C2C(=N1)N(C=N2)C3C4C(C(O3)CO)OP(=O)(O4)[O-])N
• Isomeric SMILES: C1=NC(=C2C(=N1)N(C=N2)[C@H]3[C@H]4[C@@H]([C@H](O3)CO)OP(=O)(O4)[O-])N
• Uses: Cyclic Adenosine ADENOSINE-2':3'-CYCLIC MONOPHOSPHATE, SODIUM SALT is an Adenosine (A280400) derivative useful as anticancer agent. Adenosine-2?,3?-cyclic Monophosphate is an Adenosine (A280400) derivative useful as anticancer agent. It is also used as a Pharmaceutical intermediate, pharmaceutical research and chemical analysis.

Technology Process of Adenosine 2',3'-cyclic monophosphate

There total 5 articles about Adenosine 2',3'-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:

D-ribose (50-69-1) + adenine (66224-66-6,66224-67-7,66224-68-8,66224-69-9,134434-48-3,134434-49-4,134454-76-5,134461-75-9) → adenosine-2',3'-cyclomonophosphoric acid, Na salt (37063-35-7) + adenosine-2'-monophosphate disodium salt (54835-80-2,72973-17-2) + adenosine-3'-monophosphate disodium salt

Guidance literature:

With Sodium trimetaphosphate; In water; at 20 ℃; for 600h; pH=7; stereoselective reaction;

DOI:10.1039/c1cc10310e

Reference yield:

adenosine (58-61-7) → adenosine-2',3'-cyclomonophosphoric acid, Na salt (37063-35-7)

Guidance literature:

With sodium diamido phosphate; In water; pH=5.5;

DOI:10.1038/nchem.2878

Reference yield:

adenosine-3'-monophosphate disodium salt → adenosine-2',3'-cyclomonophosphoric acid, Na salt (37063-35-7)

Guidance literature:

With sodium diamido phosphate; water;

DOI:10.1038/nchem.2878

upstream raw materials:

D-ribose

adenine

adenosine-2'-monophosphate disodium salt

adenosine

Refernces

• 1、 Gibard, Clémentine,Bhowmik, Subhendu,Karki, Megha,Kim, Eun-Kyong,Krishnamurthy, Ramanarayanan. "Phosphorylation, oligomerization and self-assembly in water under potential prebiotic conditions". . p. 212 - 217. Retrieved 2018/02/06.