Auda

Base Information

• Chemical Name: Auda
• CAS No.: 479413-70-2
• Molecular Formula: C23H40N2O3
• Molecular Weight: 392.58
• DSSTox Substance ID: DTXSID20435153
• Nikkaji Number: J2.291.614I
• Wikidata: Q82249874
• Pharos Ligand ID: CTVHUUA4QD5T
• ChEMBL ID: CHEMBL215387
• Mol file: 479413-70-2.mol

Synonyms:AUDA;479413-70-2;12-(3-(Adamantan-1-yl)ureido)dodecanoic acid;12-[(adamantan-1-ylcarbamoyl)amino]dodecanoic acid;CHEMBL215387;12-(1-adamantylcarbamoylamino)dodecanoic Acid;MFCD12912267;Urea-based compound, 18;D0S0SH;12-[[(tricyclo[3.3.1.13,7]dec-1-ylamino)carbonyl]amino]-dodecanoic acid;MLS002415562;SCHEMBL120588;BDBM25737;DTXSID20435153;HMS2204E15;HMS3332K06;HMS3650M09;HMS3743K13;AUDA, >=98% (HPLC);AKOS037649195;AC-32579;BS-17099;PD119523;SMR001339077;HY-108570;CS-0029182;S0752;12-(3-adamantan-1-yl-ureido)-dodecanoic acid;D81052;12-(3-Adamantan-1-yl-ureido)-dodeca noic acid;SR-01000860315;SR-01000860315-2;12-(3-((3s,5s,7s)-Adamantan-1-yl)ureido)dodecanoic acid

Chemical Property of Auda

Chemical Property:

• Melting Point: 114 °C(Solv: hexane (110-54-3))
• Boiling Point: 592.7±19.0 °C(Predicted)
• PKA: 4.78±0.10(Predicted)
• PSA: 78.43000
• Density: 1.09±0.1 g/cm3(Predicted)
• LogP: 6.02180
• Storage Temp.: ?20°C
• Solubility.: DMSO: ≥10mg/mL at warmed to 60°C
• XLogP3: 5.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 13
• Exact Mass: 392.30389314
• Heavy Atom Count: 28
• Complexity: 479

Purity/Quality:

98% ^*data from raw suppliers

AUDA ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2CC3CC1CC(C2)(C3)NC(=O)NCCCCCCCCCCCC(=O)O
• Uses: AUDA is an inhibitor of sEH and selective activator of PPARα.

Technology Process of Auda

There total 1 articles about Auda 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: 100.0%

1-adamantyl isocyanate (4411-25-0) + 12-Aminododecanoic acid (693-57-2) → 12-(3-adamantan-1-yl-ureido)dodecanoic acid (479413-70-2)

Guidance literature:

In 1,2-dichloro-ethane; for 6h; Heating;

DOI:10.1016/j.bmc.2006.09.057

Reference yield:

1-bromomethyl-2-chlorobenzene (611-17-6) + 12-(3-adamantan-1-yl-ureido)dodecanoic acid (479413-70-2) → 1-(1-adamantyl)-3-(11-(2-chlorobenzyl)oxycarbonylundecyl)urea

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 24h;

DOI:10.1016/j.bmc.2006.09.057

Reference yield:

benzyl bromide (100-39-0) + 12-(3-adamantan-1-yl-ureido)dodecanoic acid (479413-70-2) → 1-(1-adamantyl)-3-(11-benzyloxycarbonylundecyl)urea

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 24h;

DOI:10.1016/j.bmc.2006.09.057

upstream raw materials:

1-adamantyl isocyanate

12-Aminododecanoic acid

Refernces

• 1、 Kim, In-Hae,Nishi, Kosuke,Tsai, Hsing-Ju,Bradford, Tanya,Koda, Yasuko,Watanabe, Takaho,Morisseau, Christophe,Blanchfield, Joanne,Toth, Istvan,Hammock, Bruce D.. "Design of bioavailable derivatives of 12-(3-adamantan-1-yl-ureido)dodecanoic acid, a potent inhibitor of the soluble epoxide hydrolase". . p. 312 - 323. Retrieved 2008/02/04.
• 2、 -. "Inhibitors for the soluble epoxide hydrolase". . . Retrieved 2008/06/13.