Tabimorelin

Base Information

Chemical Name:Tabimorelin
CAS No.:193079-69-5
Molecular Formula:C32H40 N4 O3
Molecular Weight:528.695
Hs Code.:
UNII:L51CBE03KF
DSSTox Substance ID:DTXSID601027158
Nikkaji Number:J1.007.234D
Wikipedia:Tabimorelin
Wikidata:Q7673066
NCI Thesaurus Code:C76887
Pharos Ligand ID:77RQNTV4G49T
ChEMBL ID:CHEMBL281764
Mol file:193079-69-5.mol

Synonyms:NN 703;NN-703;tabimorelin

Suppliers and Price of Tabimorelin

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
Tabimorelin
5mg
$ 695.00

American Custom Chemicals Corporation
N-[5-AMINO-5-METHYL-2(E)-HEXENOYL]-N-METHYL-3-(2-NAPHTHYL)-D-ALANYL-N-METHYL-D-PHENYLALANINE METHYLAMIDE 95.00%
5MG
$ 499.66

Total 11 raw suppliers

Chemical Property of Tabimorelin

Chemical Property:

Vapor Pressure:0mmHg at 25°C
Boiling Point:794.4°Cat760mmHg
Flash Point:434.2°C
PSA：266.08000
Density:1.146g/cm³
LogP:9.31140
Storage Temp.:Desiccate at RT
Solubility.:Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
XLogP3:4.2
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:11
Exact Mass:528.31004115
Heavy Atom Count:39
Complexity:850

Purity/Quality:

99% ^*data from raw suppliers

Tabimorelin ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(C)(CC=CC(=O)N(C)C(CC1=CC2=CC=CC=C2C=C1)C(=O)N(C)C(CC3=CC=CC=C3)C(=O)NC)N
Isomeric SMILES:CC(C)(C/C=C/C(=O)N(C)[C@H](CC1=CC2=CC=CC=C2C=C1)C(=O)N(C)[C@H](CC3=CC=CC=C3)C(=O)NC)N
Uses NN703 (Tabimorelin) is an orally active growth hormone (GH) secretagogue intended for use as an alternative to daily injections of GH. In vitro studies in human liver microsomes have indicated that NN703 is a mechanism-based inhibitor of CYP3A4.

Technology Process of Tabimorelin

There total 13 articles about Tabimorelin 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: 41.0%

: 193085-20-0
((3E)-1,1-Dimethyl-4-(N-methyl-N-((1R)-1-(N-methyl-N-((1R)-1-(methylcarbamoyl)-2-phenylethyl)carbamoyl)-2-(2-naphthyl)ethyl)carbamoyl)but-3-enyl)carbamic acid tert-butyl ester

: 193079-69-5
tabimorelin

Guidance literature:: With trifluoroacetic acid; In dichloromethane; for 0.116667h;
DOI:10.1021/jm980197u

Reference yield:

: 37553-65-4,64263-83-8,85466-66-6
N-tert-butoxycarbonyl-N-methyl-D-phenylalanine

: 193079-69-5
tabimorelin

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) 1-hydroxybenzotriazole hydrate, 1-ethyl-3-(3-(dimethylamino)propyl)carbodiimide hydrochloride / 1.) CH₂Cl₂, 15 min, 2.) CH₂Cl₂, MeOH, overnight

2: 89 percent / TFA / CH₂Cl₂ / 1 h

3: 1.) 1-hydroxy-7-azabenzotriazole, 1-ethyl-3-(3-(dimethylamino)propyl)carbodiimide hydrochloride, 2.) diisopropylethylamine / 1.) CH₂Cl₂, DMF, 15 min, 2.) CH₂Cl₂, DMF, overnight

4: 87 percent / TFA / CH₂Cl₂ / 0.17 h

5: 1.) 1-hydroxy-7-azabenzotriazole, 1-ethyl-3-(3-(dimethylamino)propyl)carbodiimide hydrochloride, 2.) diisopropylethylamine / 1.) CH₂Cl₂, DMF, 15 min, 2.) CH₂Cl₂, DMF, overnight

6: 41 percent / TFA / CH₂Cl₂ / 0.12 h

With 1-hydroxy-7-aza-benzotriazole; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane;
DOI:10.1021/jm980197u

Reference yield:

: 129765-95-3
3-[(tert-butoxycarbonyl)amino]-3-methylbutanoic acid

: 193079-69-5
tabimorelin

Guidance literature:: Multi-step reaction with 7 steps

1: Et₃N / tetrahydrofuran / 0.67 h / 0 °C

2: LiBH₄ / tetrahydrofuran / 6 h / 0 - 20 °C

3: 1.) oxalyl chloride, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 15 min, 2.) CH₂Cl₂, from -78 deg C to RT

4: 1.) t-BuOK / 1.) THF, RT, 40 min, 2.) THF, RT, 75 min

5: aq. LiOH / dioxane / 16 h / Ambient temperature

6: 1.) 1-hydroxy-7-azabenzotriazole, 1-ethyl-3-(3-(dimethylamino)propyl)carbodiimide hydrochloride, 2.) diisopropylethylamine / 1.) CH₂Cl₂, DMF, 15 min, 2.) CH₂Cl₂, DMF, overnight

7: 41 percent / TFA / CH₂Cl₂ / 0.12 h

With lithium hydroxide; lithium borohydride; 1-hydroxy-7-aza-benzotriazole; oxalyl dichloride; potassium tert-butylate; dimethyl sulfoxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane;
DOI:10.1021/jm980197u