Capromorelin

Base Information

• Chemical Name: Capromorelin
• CAS No.: 193273-66-4
• Molecular Formula: C₂₈H₃₅N₅O₄
• Molecular Weight: 505.617
• UNII: 0MQ44VUN84
• DSSTox Substance ID: DTXSID5057886
• Nikkaji Number: J1.233.873B
• Wikipedia: Capromorelin
• Wikidata: Q5036299
• NCI Thesaurus Code: C78754
• Pharos Ligand ID: 7X8GXNUJNC8W
• Metabolomics Workbench ID: 144189
• ChEMBL ID: CHEMBL113313
• Mol file: 193273-66-4.mol

Synonyms:Capromorelin;CP 424391

Chemical Property of Capromorelin

Chemical Property:

• Boiling Point: °Cat760mmHg
• PKA: 15?+-.0.46(Predicted)
• Flash Point: °C
• PSA: 117.33000
• Density: 1.25g/cm³
• LogP: 2.11730
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 505.26890461
• Heavy Atom Count: 37
• Complexity: 878

Purity/Quality:

98%Min ^*data from raw suppliers

Capromorelin 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C(=O)NC(COCC1=CC=CC=C1)C(=O)N2CCC3=NN(C(=O)C3(C2)CC4=CC=CC=C4)C)N
• Isomeric SMILES: CC(C)(C(=O)N[C@H](COCC1=CC=CC=C1)C(=O)N2CCC3=NN(C(=O)[C@@]3(C2)CC4=CC=CC=C4)C)N
• Recent ClinicalTrials: Effects Of An Oral Growth Hormone Secretagogue In Older Functionally Limited Adults
• Uses: Treatment and prevention of frailty; treatment of congestive heart failure; treatment of catabolic illness (growth hormone secretagogue).

Technology Process of Capromorelin

There total 16 articles about Capromorelin 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: 98.0%

{1-[2-(3a-(S)-benzyl-2-methyl-3-oxo-2,3,3a,4,6,7-hexahydro-pyrazolo[4,3-c]pyridin-5-yl)-1-(R)-benzyloxymethyl-2-oxo-ethylcarbamoyl]-1-methyl-ethyl}carbamic acid tert-butyl ester (193274-09-8) → 2-amino-N-[2-(3a-(S)-benzyl-2-methyl-3-oxo-2,3,3a,4,6,7-hexahydro-pyrazolo-[4,3-c ]pyridin-5-yl)-1-(R)-benzyloxymethyl-2-oxo-ethyl]-isobutyramide (193273-66-4)

Guidance literature:

With hydrogenchloride; In ethanol; water; at 20 ℃; for 5h;

DOI:10.1016/S0968-0896(02)00433-9

Reference yield: 86.1%

{1-[2-(3a-(R,S)-Benzyl-2-methyl-3-oxo-2,3,3a,4,6,7-hexahydro-pyrazolo[4,3-c]pyridin-5-yl)-1-(R)-benzyloxymethyl-2-oxo-ethylcarbamoyl]-1-methyl-ethyl}-carbamic acid tert-butyl ester → 2-amino-N-[2-(3a-(R)-benzyl-2-methyl-3-oxo-2,3,3a,4,6,7-hexahydro-pyrazolo[4,3-c]pyridin-5-yl)-1-(R)-benzyloxymethyl-2-oxo-ethyl]-isobutyramide (193273-66-4)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; ethyl acetate;

Reference yield: 86.0%

{1-[2-(3a-(R)-benzyl-2-methyl-3-oxo-2,3,3a,4,6,7-hexahydro-pyrazolo[4,3-c]pyridin-5-yl)-1-(R)-benzyloxymethyl-2-oxo-ethylcarbamoyl]-1-methyl-ethyl}carbamic acid tert-butyl ester (193274-08-7) → capromorelin (193273-66-4)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃;

DOI:10.1016/S0968-0896(02)00433-9

upstream raw materials:

{1-[2-(3a-(S)-benzyl-2-methyl-3-oxo-2,3,3a,4,6,7-hexahydro-pyrazolo[4,3-c]pyridin-5-yl)-1-(R)-benzyloxymethyl-2-oxo-ethylcarbamoyl]-1-methyl-ethyl}carbamic acid tert-butyl ester

methyl 4-oxonipecotate

methyl 1-tert-butoxycarbonyl-4-oxo-3-piperidinecarboxylate

3-(R,S)-Benzyl-4-oxo-piperidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester

Downstream raw materials:

capromorelin

Refernces

• 1、 Carpino, Philip A.,Lefker, Bruce A.,Toler, Steven M.,Pan, Lydia C.,Hadcock, John R.,Cook, Ewell R.,DiBrino, Joseph N.,Campeta, Anthony M.,DeNinno, Shari L.,Chidsey-Frink, Kristin L.,Hada, William A.,Inthavongsay, John,Mangano, F. Michael,Mullins, Michelle A.,Nickerson, David F.,Ng, Oicheng,Pirie, Christine M.,Ragan, John A.,Rose, Colin R.,Tess, David A.,Wright, Ann S.,Yu, Li,Zawistoski, Michael P.,DaSilva-Jardine, Paul A.,Wilson, Theresa C.,Thompson, David D.. "Pyrazolinone-piperidine dipeptide growth hormone secretagogues (GHSs): Discovery of capromorelin". . p. 581 - 590. Retrieved 2007/10/03.