Specification
Description
Capromorelin, also known as CP-424,391, is a growth hormone secretagogue and ghrelin mimetic ( hGHS-R1a K(i)=7 nM, rat pituicyte EC(50)=3 nM). Initial studies have shown the drug to directly raise insulin growth factor 1 (IGF-1) and growth hormone levels. Capromorelin showed enhanced intestinal absorption in rodent models and exhibited superior pharmacokinetic properties, including high bioavailabilities in two animal species [F(rat)=65%, F(dog)=44%]. This short-duration GHS was orally active in canine models and was selected as a development candidate for the treatment of musculoskeletal frailty in elderly adults.
Synonyms
CP-424,391; CP 424,391; CP424,391; CP-424391; CP 424391; CP424391; CP-424,391-18; Capromorelin tartrate
IUPAC Name
2-amino-N-((R)-1-((R)-3a-benzyl-2-methyl-3-oxo-2,3,3a,4,6,7-hexahydro-5H-pyrazolo[4,3-c]pyridin-5-yl)-3-(benzyloxy)-1-oxopropan-2-yl)-2-methylpropanamide (2R,3R)-2,3-dihydroxysuccinate
Canonical SMILES
CC(C)(N)C(N[C@@H](C(N(C[C@]12CC3=CC=CC=C3)CCC1=NN(C)C2=O)=O)COCC4=CC=CC=C4)=O.O[C@H]([C@H](C(O)=O)O)C(O)=O
InChI
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
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Storage
Dry, dark and at 0-4 °C for short term (days to weeks) or -20 °C for long term (months to years).
Alternative CAS
193273-66-4 (free base); 193273-69-7 (tartrate)
Drug Formulation
This drug may be formulated in DMSO
Elemental Analysis
C, 58.62; H, 6.30; N, 10.68; O, 24.40
HS Tariff Code
2934.99.9001
In Vivo Activity
The in vivo GH activities of the PP dipeptide analogues were measured in an anesthesized rat model following iv administration. Capromorelin and compounds 5b and 5c stimulated GH secretion after a single 1 mg/kg dose, though the mean GH peak heights for capromorelin and 5c were significantly higher than the mean GH peak height for 5b (data not shown). Capromorelin and 5c showed similar dose-response relationships in the model, with ED50 values less than 0.05 mg/kg iv. The weaker in vivo activity of the N-ethyl PP derivative 5b was attributed to its increased lipophilicity, which could have reduced the amount of unbound drug in the plasma compartment capable of interacting with the GHS-R1a.
Reference: Bioorg Med Chem. 2003 Feb 20;11(4):581-90. https://linkinghub.elsevier.com/retrieve/pii/S0968089602004339
Shipping
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.
Stock Solution Storage
0-4 °C for short term (days to weeks), or -20 °C for long term (months).