L-692,429

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 532067

CAS#: 145455-23-8

Description: L-692,429 is a novel nonpeptidyl growth hormone secretagogue.


Price and Availability

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L-692,429 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.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 532067
Name: L-692,429
CAS#: 145455-23-8
Chemical Formula: C29H31N7O2
Exact Mass: 509.2539
Molecular Weight: 509.61
Elemental Analysis: C, 68.35; H, 6.13; N, 19.24; O, 6.28


Synonym: L-692,429; L 692,429; L692,429.

IUPAC/Chemical Name: 3-amino-3-methyl-N-[(3R)-2-oxo-1-[[4-[2-(2H-tetrazol-5-yl)phenyl]phenyl]methyl]-4,5-dihydro-3H-1-benzazepin-3-yl]butanamide

InChi Key: SBJLJOFPWOYATP-XMMPIXPASA-N

InChi Code: InChI=1S/C29H31N7O2/c1-29(2,30)17-26(37)31-24-16-15-21-7-3-6-10-25(21)36(28(24)38)18-19-11-13-20(14-12-19)22-8-4-5-9-23(22)27-32-34-35-33-27/h3-14,24H,15-18,30H2,1-2H3,(H,31,37)(H,32,33,34,35)/t24-/m1/s1

SMILES Code: CC(C)(N)CC(N[C@H]1C(N(CC2=CC=C(C3=CC=CC=C3C4=NNN=N4)C=C2)C5=CC=CC=C5CC1)=O)=O


Technical Data

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO

Shelf Life:
>2 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

Harmonized System Code:
293490


References

1: Lin P, Pisano JM, Schoen WR, Cheng K, Chan WW, Butler BS, Smith RG, Fisher MH, Wyvratt MJ. Acyclic structural variants of growth hormone secretagogue L-692,429. Bioorg Med Chem Lett. 1999 Nov 15;9(22):3237-42. PubMed PMID: 10576695.

2: Geris KL, Hickey GJ, Berghman LR, Visser TJ, Kühn ER, Darras VM. Pituitary and extrapituitary action sites of the novel nonpeptidyl growth hormone (GH) secretagogue L-692,429 in the chicken. Gen Comp Endocrinol. 1998 Aug;111(2):186-96. PubMed PMID: 9679090.

3: Kirk SE, Gertz BJ, Schneider SH, Hartman ML, Pezzoli SS, Wittreich JM, Krupa DA, Seibold JR, Thorner MO. Effect of obesity and feeding on the growth hormone (GH) response to the GH secretagogue L-692,429 in young men. J Clin Endocrinol Metab. 1997 Apr;82(4):1154-9. PubMed PMID: 9100588.

4: Cheng K, Wei L, Chaung LY, Chan WW, Butler B, Smith RG. Inhibition of L-692,429-stimulated rat growth hormone release by a weak substance P antagonist: L-756,867. J Endocrinol. 1997 Jan;152(1):155-8. PubMed PMID: 9014851.

5: Chapman IM, Hartman ML, Pezzoli SS, Thorner MO. Enhancement of pulsatile growth hormone secretion by continuous infusion of a growth hormone-releasing peptide mimetic, L-692,429, in older adults--a clinical research center study. J Clin Endocrinol Metab. 1996 Aug;81(8):2874-80. PubMed PMID: 8768844.

6: Leung KH, Cohn DA, Miller RR, Doss GA, Stearns RA, Simpson RE, Feeney WP, Chiu SH. Pharmacokinetics and disposition of L-692,429. A novel nonpeptidyl growth hormone secretagogue in preclinical species. Drug Metab Dispos. 1996 Jul;24(7):753-60. PubMed PMID: 8818572.

7: Adams EF, Petersen B, Lei T, Buchfelder M, Fahlbusch R. The growth hormone secretagogue, L-692,429, induces phosphatidylinositol hydrolysis and hormone secretion by human pituitary tumors. Biochem Biophys Res Commun. 1995 Mar 17;208(2):555-61. PubMed PMID: 7695607.

8: Aloi JA, Gertz BJ, Hartman ML, Huhn WC, Pezzoli SS, Wittreich JM, Krupa DA, Thorner MO. Neuroendocrine responses to a novel growth hormone secretagogue, L-692,429, in healthy older subjects. J Clin Endocrinol Metab. 1994 Oct;79(4):943-9. PubMed PMID: 7962302.

9: Gertz BJ, Sciberras DG, Yogendran L, Christie K, Bador K, Krupa D, Wittreich JM, James I. L-692,429, a nonpeptide growth hormone (GH) secretagogue, reverses glucocorticoid suppression of GH secretion. J Clin Endocrinol Metab. 1994 Sep;79(3):745-9. PubMed PMID: 8077355.

10: Schoen WR, Pisano JM, Prendergast K, Wyvratt MJ Jr, Fisher MH, Cheng K, Chan WW, Butler B, Smith RG, Ball RG. A novel 3-substituted benzazepinone growth hormone secretagogue (L-692,429). J Med Chem. 1994 Apr 1;37(7):897-906. PubMed PMID: 8151616.

11: Hickey G, Jacks T, Judith F, Taylor J, Schoen WR, Krupa D, Cunningham P, Clark J, Smith RG. Efficacy and specificity of L-692,429, a novel nonpeptidyl growth hormone secretagogue, in beagles. Endocrinology. 1994 Feb;134(2):695-701. PubMed PMID: 8299565.

12: Gertz BJ, Barrett JS, Eisenhandler R, Krupa DA, Wittreich JM, Seibold JR, Schneider SH. Growth hormone response in man to L-692,429, a novel nonpeptide mimic of growth hormone-releasing peptide-6. J Clin Endocrinol Metab. 1993 Nov;77(5):1393-7. PubMed PMID: 8077339.

13: Cheng K, Chan WW, Butler B, Wei L, Schoen WR, Wyvratt MJ Jr, Fisher MH, Smith RG. Stimulation of growth hormone release from rat primary pituitary cells by L-692,429, a novel non-peptidyl GH secretagogue. Endocrinology. 1993 Jun;132(6):2729-31. PubMed PMID: 8389289.