N(6)-Aminohexyladenosine monophosphate

Base Information

• Chemical Name: N(6)-Aminohexyladenosine monophosphate
• CAS No.: 38198-98-0
• Molecular Formula: C₁₆H₂₇N₆O₇P
• Molecular Weight: 446.4
• DSSTox Substance ID: DTXSID00959145
• Nikkaji Number: J1.450.218A
• Wikidata: Q82939776
• Mol file: 38198-98-0.mol

Synonyms:N(6)-aminohexyl-AMP;N(6)-aminohexyladenosine monophosphate

Chemical Property of N(6)-Aminohexyladenosine monophosphate

Chemical Property:

• PSA: 207.91000
• LogP: 0.25910
• XLogP3: -4.6
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 11
• Exact Mass: 446.16788422
• Heavy Atom Count: 30
• Complexity: 586

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=NC(=C2C(=N1)N(C=N2)C3C(C(C(O3)COP(=O)(O)O)O)O)NCCCCCCN
• Isomeric SMILES: C1=NC(=C2C(=N1)N(C=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)O)NCCCCCCN

Technology Process of N(6)-Aminohexyladenosine monophosphate

There total 2 articles about N(6)-Aminohexyladenosine 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:

1,6-Hexanediamine (124-09-4) + 6-chloropurine riboside 5'-monophosphate (5843-59-4,59126-39-5) → N6-(6-aminohexyl)-AMP (38198-98-0)

Guidance literature:

In water; at 80 ℃; for 6h;

DOI:10.1021/jm00346a009

Reference yield:

→ N6-(6-aminohexyl)-AMP (38198-98-0)

Guidance literature:

DOI:10.1111/j.1432-1033.1974.tb03273.x DOI:10.1021/jm00233a004

Reference yield:

N6-(6-aminohexyl)-AMP (38198-98-0) → C28H38N7O16P3(4-)*4Na(1+)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NaHCO₃ / 2-methoxy-ethanol / 8 h / Ambient temperature

With sodium hydrogencarbonate; In 2-methoxy-ethanol;

DOI:10.1021/jm00346a009

upstream raw materials:

1,6-Hexanediamine

6-chloropurine riboside 5'-monophosphate

Downstream raw materials:

(3-{6-[9-((2R,3R,4S,5R)-3,4-Dihydroxy-5-phosphonooxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-ylamino]-hexylcarbamoyl}-propyl)-carbamic acid benzyl ester

({6-[9-((2R,3R,4S,5R)-3,4-Dihydroxy-5-phosphonooxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-ylamino]-hexylcarbamoyl}-methyl)-carbamic acid benzyl ester

(5-{6-[9-((2R,3R,4S,5R)-3,4-Dihydroxy-5-phosphonooxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-ylamino]-hexylcarbamoyl}-pentyl)-carbamic acid benzyl ester

{6-[9-((2R,3R,4S,5R)-3,4-Dihydroxy-5-phosphonooxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-ylamino]-hexyl}-carbamic acid benzyl ester