| Identification | Back Directory | [Name]
Ipamorelin | [CAS]
170851-70-4 | [Synonyms]
Ipamoreli
lpamorelin
IpoMarelin
IPAMORELIN
NNC-26-0161
IPAMORELIN(1MG)
IPAMORELIN(5MG)
UNII-Y9M3S784Z6
IpaMorelin Acetate
Ipamorelin USP/EP/BP
Ipamorelin (NNC26-0161)
Peptides 5mg ipamorelin
ipamorelin peptide powder
Aib-His-D-2-Nal-D-Phe-Lys-NH2
Quality and Shipping Guaranteed Peptides Peptide Ipamorelin 2mg/Vial
2-Methylalanyl-L-histidyl-3-(2-naphthyl)-D-alanyl-D-phenylalanyl-L-lysinamide
L-Lysinamide,2-methylalanyl-L-histidyl-3-(2-naphthalenyl)-D-alanyl-D-phenylalanyl-
(2S)-6-amino-2-[[(2R)-2-[[(2R)-2-[[(2S)-2-[(2-amino-2-methylpropanoyl)amino]-3-(4H-imidazol-4-yl)propanoyl]amino]-3-naphthalen-2-ylpropanoyl]amino]-3-phenylpropanoyl]amino]hexanamide | [EINECS(EC#)]
227-005-2 | [Molecular Formula]
C38H49N9O5 | [MDL Number]
MFCD02179658 | [MOL File]
170851-70-4.mol | [Molecular Weight]
711.85 |
| Chemical Properties | Back Directory | [Melting point ]
144-147°C | [Boiling point ]
1185.5±65.0 °C(Predicted) | [density ]
1.263±0.06 g/cm3(Predicted) | [storage temp. ]
-20°C Freezer | [solubility ]
Acetonitrile (Slightly, Heated), Methanol (Very Slightly), Water (Slightly) | [form ]
Solid | [pka]
13.04±0.46(Predicted) | [color ]
White to Off-White | [InChIKey]
NEHWBYHLYZGBNO-BVEPWEIPSA-N | [SMILES]
C(N)(=O)[C@H](CCCCN)NC(=O)[C@@H](CC1=CC=CC=C1)NC(=O)[C@@H](CC1=CC=C2C(=C1)C=CC=C2)NC(=O)[C@H](CC1N=CNC=1)NC(=O)[C@](C)(C)N |
| Hazard Information | Back Directory | [Description]
Ipamorelin (INN) (developmental code name NNC 26-0161) is a peptide selective agonist of the ghrelin/growth hormone secretagogue receptor (GHS) and a growth hormone secretagogue.It is a pentapeptide with the amino acid sequence Aib-His-D-2-Nal-D-Phe-Lys-NH2 that was derived from GHRP-1. | [Uses]
Ipamorelin was originally developed by Novo Nordisk, and was investigated in phase II clinical trials by Helsinn Therapeutics for the treatment of postoperative ileus, but was discontinued due to lack of efficacy.Ipamorelin has been used by athletes as a performance enhancing drug. | [benefits]
Ipamorelin has a wide range of benefits for the human body such as: reduced body fat, increased collagen production, increased lean muscle mass, improved sleep, increased cell repair and regeneration, elevated IGF-1, increased bone mineral content, counteracted glucocorticoid catabolism, decreased appetite stimulation compared to GHRP-6, decreased release of cortisol, prolactin and aldosterone.
Decreased release of cortisol, prolactin and aldosterone. | [Biochem/physiol Actions]
Ipamorelin is a highly selective, potent pentapeptide (Aib-His-D-2-Nal-D-Phe-Lys-NH2) and gastrin mimetic with growth hormone (GH) releasing activity. It mimics gastrin and binds to the gastrin receptor (or growth hormone secretion receptor, GHSR) in the brain, which selectively stimulates the pituitary gland to release growth hormone. This leads to elevated plasma GH levels, which affects many biological processes. In addition to being found in the brain, GHSR is found in the gastrointestinal tract, heart, lungs, liver, kidneys, pancreas, adipose tissue and immune cells. Unlike other growth hormone releasing peptides, ipamorelin stimulates the release of growth hormone only in a manner very similar to that of growth hormone releasing hormone[1]. | [Side effects]
Ipamorelin is generally considered safe and well tolerated, with common side effects including dizziness, headache, nausea, diarrhoea and flushing. Allergic or serious adverse reactions are rare. | [Synthesis]
Ipamorelin was prepared from a total of 4.53 g of the peptide resin Boc-Aib-His (Trt)-D-2Nal-DPhe-Lys (Boc)-NH-resin according to the Fmoc strategy on an Applied Biosystems 431A peptide synthesizer in two identical runs (to obtain sufficient material) in 1 mmol scale using the FastMoc UV protocols supplied by the manufacturer, that employ HBTU mediated couplings in NMP and UV monitoring of the deprotection of the Fmoc protection group. | [References]
[1] Ipamorelin[J]. Definitions, 2020. DOI:10.32388/22pzq4. |
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