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Ipamorelin

Ipamorelin

  • CAT Number: M038637
  • CAS Number: 170851-70-4
  • Molecular Formula: C38H49N9O5
  • Molecular Weight: 711.868
  • Purity: ≥95%
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Ipamorelin(CAT: M038637), also known as NNC-26-0161, is a ghrelin mimetic. Ipamorelin counteracts the glucocorticoid-induced decrease in bone formation in adult rats. Ipamorelin may ameliorate the symptoms in patients with POI. Ipamorelin accelerates gastric emptying in a rodent model of postoperative ileus through the stimulation of gastric contractility by activating a ghrelin receptor-mediated mechanism involving cholinergic excitatory neurons. This product is used in medical research and development and other scientific research fields.

Catalog Number M038637
CAS Number 170851-70-4
Molecular Formula

C38H49N9O5

Purity 95%
Storage Store at -20°C
Overview of Clinical Research

<span style=”color:#000000;”><span style=”font-size:12px;”><span style=”font-family:arial,helvetica,sans-serif;”>Ipamorelin is a growth hormone releasing factor agonist.&nbsp;Helsinn Therapeutics initiated enrolment in a phase IIb trial for Postoperative ileus in USA (NCT01280344) in 2011.</span></span></span>

IUPAC Name (2S)-6-amino-2-[[(2R)-2-[[(2R)-2-[[(2S)-2-[(2-amino-2-methylpropanoyl)amino]-3-(1H-imidazol-5-yl)propanoyl]amino]-3-naphthalen-2-ylpropanoyl]amino]-3-phenylpropanoyl]amino]hexanamide
InChI InChI=1S/C38H49N9O5/c1-38(2,41)37(52)47-32(21-28-22-42-23-43-28)36(51)46-31(20-25-15-16-26-12-6-7-13-27(26)18-25)35(50)45-30(19-24-10-4-3-5-11-24)34(49)44-29(33(40)48)14-8-9-17-39/h3-7,10-13,15-16,18,22-23,29-32H,8-9,14,17,19-21,39,41H2,1-2H3,(H2,40,48)(H,42,43)(H,44,49)(H,45,50)(H,46,51)(H,47,52)/t29-,30+,31+,32-/m0/s1
InChIKey NEHWBYHLYZGBNO-BVEPWEIPSA-N
SMILES CC(C)(C(=O)NC(CC1=CN=CN1)C(=O)NC(CC2=CC3=CC=CC=C3C=C2)C(=O)NC(CC4=CC=CC=C4)C(=O)NC(CCCCN)C(=O)N)N
Reference

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1:Determination of growth hormone releasing peptides metabolites in human urine after nasal administration of GHRP-1, GHRP-2, GHRP-6, Hexarelin, and Ipamorelin. Semenistaya E, Zvereva I, Thomas A, Thevis M, Krotov G, Rodchenkov G.Drug Test Anal. 2015 Oct;7(10):919-25. doi: 10.1002/dta.1787. Epub 2015 Apr 13. PMID: 25869809<br />
2:Prospective, randomized, controlled, proof-of-concept study of the Ghrelin mimetic ipamorelin for the management of postoperative ileus in bowel resection patients. Beck DE, Sweeney WB, McCarter MD; Ipamorelin 201 Study Group..Int J Colorectal Dis. 2014 Dec;29(12):1527-34. doi: 10.1007/s00384-014-2030-8. Epub 2014 Oct 21. PMID: 25331030<br />
3:Efficacy of ipamorelin, a ghrelin mimetic, on gastric dysmotility in a rodent model of postoperative ileus. Greenwood-Van Meerveld B, Tyler K, Mohammadi E, Pietra C.J Exp Pharmacol. 2012 Oct 19;4:149-55. doi: 10.2147/JEP.S35396. eCollection 2012. PMID: 27186127 Free PMC Article<br />
4:Efficacy of ipamorelin, a novel ghrelin mimetic, in a rodent model of postoperative ileus. Venkova K, Mann W, Nelson R, Greenwood-Van Meerveld B.J Pharmacol Exp Ther. 2009 Jun;329(3):1110-6. doi: 10.1124/jpet.108.149211. Epub 2009 Mar 16. PMID: 19289567 Free Article<br />
5:Mechanism of ipamorelin-evoked insulin release from the pancreas of normal and diabetic rats. Adeghate E, Ponery AS.Neuro Endocrinol Lett. 2004 Dec;25(6):403-6. PMID: 15665799<br />
6:Influence of chronic treatment with the growth hormone secretagogue Ipamorelin, in young female rats: somatotroph response in vitro. Jim&eacute;nez-Reina L, Ca&ntilde;ete R, de la Torre MJ, Bernal G.Histol Histopathol. 2002;17(3):707-14. PMID: 12168778<br />
7:The growth hormone secretagogue ipamorelin counteracts glucocorticoid-induced decrease in bone formation of adult rats. Andersen NB, Malml&ouml;f K, Johansen PB, Andreassen TT, &Oslash;rtoft G, Oxlund H.Growth Horm IGF Res. 2001 Oct;11(5):266-72. PMID: 11735244<br />
8:Highly potent growth hormone secretagogues: hybrids of NN703 and ipamorelin. Hansen TK, Ankersen M, Raun K, Hansen BS.Bioorg Med Chem Lett. 2001 Jul 23;11(14):1915-8. PMID: 11459660<br />
9:The GH secretagogues ipamorelin and GH-releasing peptide-6 increase bone mineral content in adult female rats. Svensson J, Lall S, Dickson SL, Bengtsson BA, R&oslash;mer J, Ahnfelt-R&oslash;nne I, Ohlsson C, Jansson JO.J Endocrinol. 2000 Jun;165(3):569-77. PMID: 10828840 Free Article<br />
10:Pharmacokinetic-pharmacodynamic modeling of ipamorelin, a growth hormone releasing peptide, in human volunteers. Gobburu JV, Agers&oslash; H, Jusko WJ, Ynddal L.Pharm Res. 1999 Sep;16(9):1412-6. PMID: 10496658

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