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PZ0317

Sigma-Aldrich

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
MDL number:
UNSPSC Code:
51111800
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

H2O: 20 mg/mL, clear

storage temp.

room temp

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

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

InChI key

MJGRJCMGMFLOET-MYPSAZMDSA-N

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.

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.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3


Certificates of Analysis (COA)

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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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