WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 406234
CAS#: 295337-71-2
Description: BMS-317180 is a potent, novel, orally effective growth hormone secretagogue (GHS) that shows an excellent safety profile in preclinical studies. The compound was advanced into clinical development.
MedKoo Cat#: 406234
Name: BMS-317180
CAS#: 295337-71-2
Chemical Formula: C21H33N7O5
Exact Mass: 463.25432
Molecular Weight: 463.53
Elemental Analysis: C, 54.41; H, 7.18; N, 21.15; O, 17.26
BMS-317180 is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.
Synonym: BMS317180; BMS-317180; BMS 317180.
IUPAC/Chemical Name: (S)-2-(5-(1-(2-amino-2-methylpropanamido)-2-(benzyloxy)ethyl)-1H-tetrazol-1-yl)ethyl (4-hydroxybutyl)carbamate
InChi Key: KJXOYJXMFGXDRR-QGZVFWFLSA-N
InChi Code: InChI=1S/C21H33N7O5/c1-21(2,22)19(30)24-17(15-32-14-16-8-4-3-5-9-16)18-25-26-27-28(18)11-13-33-20(31)23-10-6-7-12-29/h3-5,8-9,17,29H,6-7,10-15,22H2,1-2H3,(H,23,31)(H,24,30)/t17-/m1/s1
SMILES Code: O=C(OCCN1N=NN=C1[C@H](NC(C(C)(N)C)=O)COCC2=CC=CC=C2)NCCCCO
The following data is based on the product molecular weight 463.53 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 1.15 mL | 5.76 mL | 11.51 mL |
| 5 mM | 0.23 mL | 1.15 mL | 2.3 mL |
| 10 mM | 0.12 mL | 0.58 mL | 1.15 mL |
| 50 mM | 0.02 mL | 0.12 mL | 0.23 mL |
1: Davulcu AH, McLeod DD, Li J, Katipally K, Littke A, Doubleday W, Xu Z, McConlogue CW, Lai CJ, Gleeson M, Schwinden M, Parsons RL Jr. Process research and development for a tetrazole-based growth hormone secretagogue (GHS) pharmaceutical development candidate. J Org Chem. 2009 Jun 5;74(11):4068-79. doi: 10.1021/jo9003508. PubMed PMID: 19391593.
2: Li J, Chen SY, Murphy BJ, Flynn N, Seethala R, Slusarchyk D, Yan M, Sleph P, Zhang H, Humphreys WG, Ewing WR, Robl JA, Gordon D, Tino JA. (D)-2-tert-Butoxycarbonylamino-5,5-difluoro-5-phenyl-pentanoic acid: synthesis and incorporation into the growth hormone secretagogues. Bioorg Med Chem Lett. 2008 Jul 15;18(14):4072-4. doi: 10.1016/j.bmcl.2008.05.100. Epub 2008 Jun 12. PubMed PMID: 18554903.
3: Li J, Chen SY, Tao S, Wang H, Li JJ, Swartz S, Musial C, Hernandez AA, Flynn N, Murphy BJ, Beehler B, Dickinson KE, Giupponi L, Grover G, Seethala R, Sleph P, Slusarchyk D, Yan M, Humphreys WG, Zhang H, Ewing WR, Robl JA, Gordon D, Tino JA. Design and synthesis of tetrazole-based growth hormone secretagogue: the SAR studies of the O-benzyl serine side chain. Bioorg Med Chem Lett. 2008 Mar 15;18(6):1825-9. doi: 10.1016/j.bmcl.2008.02.021. Epub 2008 Feb 13. PubMed PMID: 18295486.
4: Li J, Chen SY, Li JJ, Wang H, Hernandez AS, Tao S, Musial CM, Qu F, Swartz S, Chao ST, Flynn N, Murphy BJ, Slusarchyk DA, Seethala R, Yan M, Sleph P, Grover G, Smith MA, Beehler B, Giupponi L, Dickinson KE, Zhang H, Humphreys WG, Patel BP, Schwinden M, Stouch T, Cheng PT, Biller SA, Ewing WR, Gordon D, Robl JA, Tino JA. Discovery of a tetrazole-based growth hormone secretagogue: 4-(hydroxybutyl)carbamic acid 2-{5-[1-(2-amino-2-methylpropionylamino)-2- benzyloxyethyl]tetrazol-1-yl}ethyl ester (BMS-317180). J Med Chem. 2007 Nov 29;50(24):5890-3. Epub 2007 Oct 31. PubMed PMID: 17973363.
