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Merck
CN

PZ0317

Capromorelin tartrate

≥98% (HPLC)

Synonym(s):

2-Amino-N-[(1R)-2-[(3aR)-2,3,3a,4,6,7-hexahydro-2-methyl-3-oxo-3a-(phenylmethyl)-5H-pyrazolo[4,3-c]pyridin-5-yl]-2-oxo-1-propanamide (2R,3R)-2,3-dihydroxybutanedioate, CP 424391-18, CP-424391 tartrate

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About This Item

Empirical Formula (Hill Notation):
C28H35N5O4 · C4H6O6
CAS Number:
Molecular Weight:
655.70
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
51111800
MDL number:
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Product Name

Capromorelin tartrate, ≥98% (HPLC)

InChI

1S/C28H35N5O4.C4H6O6/c1-27(2,29)25(35)30-22(18-37-17-21-12-8-5-9-13-21)24(34)33-15-14-23-28(19-33,26(36)32(3)31-23)16-20-10-6-4-7-11-20;5-1(3(7)8)2(6)4(9)10/h4-13,22H,14-19,29H2,1-3H3,(H,30,35);1-2,5-6H,(H,7,8)(H,9,10)/t22-,28-;1-,2-/m11/s1

SMILES string

O=C1N(C)N=C2CCN(C([C@H](NC(C(C)(C)N)=O)COCC3=CC=CC=C3)=O)C[C@]21CC4=CC=CC=C4.OC([C@H](O)[C@@H](O)C(O)=O)=O

InChI key

MJGRJCMGMFLOET-MYPSAZMDSA-N

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

H2O: 20 mg/mL, clear

storage temp.

room temp

Quality Level

Biochem/physiol Actions

Capromorelin tartrate is a potent ghrelin receptor agonist/growth hormone secretagogue (Ki = 7 nM). In rat pituitary cells, Capromorlelin incudes growth hormone (GH) secretion with an EC50 of 3 nM. Capromorelin also increases gastric motility and has been studied recently in patients with spinal cord injuries.

General description

Capromorelin tartrate has been used in human clinical trials as a treatment for frailty in elderly adults.
Capromorelin tartrate is an agonist of GHSR1a (ghrelin) receptors. It possesses structural homology with pyrazolinone-piperidine dipeptides.

pictograms

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signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

Regulatory Information

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Practical synthesis of capromorelin, a growth hormone secretagogue, via a crystallization-induced dynamic resolution
Rose C R, et al.
Bioorganic & Medicinal Chemistry, 25(3), 1000-1003 (2017)
Brid Callaghan et al.
British journal of pharmacology, 171(5), 1275-1286 (2014-03-29)
Some agonists of ghrelin receptors cause rapid decreases in BP. The mechanisms by which they cause hypotension and the pharmacology of the receptors are unknown. The effects of ligands of ghrelin receptors were investigated in rats in vivo, on isolated

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