U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C25H31F2NO4.ClH
Molecular Weight 483.976
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of RONACALERET HYDROCHLORIDE

SMILES

Cl.CC(C)(CC1CC2=C(C1)C=CC=C2)NC[C@@H](O)COC3=C(F)C(F)=CC(CCC(O)=O)=C3

InChI

InChIKey=BQGSCEAKPBWIDI-VEIFNGETSA-N
InChI=1S/C25H31F2NO4.ClH/c1-25(2,13-17-9-18-5-3-4-6-19(18)10-17)28-14-20(29)15-32-22-12-16(7-8-23(30)31)11-21(26)24(22)27;/h3-6,11-12,17,20,28-29H,7-10,13-15H2,1-2H3,(H,30,31);1H/t20-;/m1./s1

HIDE SMILES / InChI

Molecular Formula C25H31F2NO4
Molecular Weight 447.5147
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Ronacaleret (SB-751689-A) is a calcium-sensing receptor antagonist. This orally administered compound has been evaluated as a drug for treatment of postmenopausal osteoporosis. By antagonizing calcium-sensing receptors on the surface of the parathyroid gland, ronacaleret triggers a transient release of the body's own stores of parathyroid hormone. In patients with osteoporosis, this may increase volumetric bone mineral. In a phase II clinical trial, bone mineral density at the lumbar spine increased. Cardiac disorders (2.3% of patients) and gastrointestinal disorders (>60% of patients) were reported as adverse events. Phase I studies have also been conducted to evaluate the impact of ronacaleret on mobilization of Hematopoietic stem cells (HSCs) and to measure changes in CD34+ cell counts.

Approval Year

PubMed

PubMed

TitleDatePubMed
The discovery of novel calcium sensing receptor negative allosteric modulators.
2009 Jun 15
Patents

Patents

Substance Class Chemical
Created
by admin
on Fri Dec 15 16:02:31 GMT 2023
Edited
by admin
on Fri Dec 15 16:02:31 GMT 2023
Record UNII
LZM2DSH251
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
RONACALERET HYDROCHLORIDE
USAN  
USAN  
Official Name English
RONACALERET HYDROCHLORIDE [USAN]
Common Name English
BENZENEPROPANOIC ACID, 3-(((2R)-3-((2-(2,3-DIHYDRO-1H-INDEN-2-YL)-1,1-DIMETHYLETHYL)AMINO)-2-HYDROXYPROPYL)OXY)-4,5-DIFLUORO-, HYDROCHLORIDE
Common Name English
SB-751689-A
Code English
RONACALERET HCL
Common Name English
BENZENEPROPANOIC ACID, 3-((2R)-3-((2-(2,3-DIHYDRO-1H-INDEN-2-YL)-1,1-DIMETHYLETHYL)AMINO)-2-HYDROXYPROPOXY)-4,5-DIFLUORO-, HYDROCHLORIDE
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C78281
Created by admin on Fri Dec 15 16:02:31 GMT 2023 , Edited by admin on Fri Dec 15 16:02:31 GMT 2023
Code System Code Type Description
SMS_ID
300000042501
Created by admin on Fri Dec 15 16:02:31 GMT 2023 , Edited by admin on Fri Dec 15 16:02:31 GMT 2023
PRIMARY
ChEMBL
CHEMBL1198855
Created by admin on Fri Dec 15 16:02:31 GMT 2023 , Edited by admin on Fri Dec 15 16:02:31 GMT 2023
PRIMARY
PUBCHEM
10345213
Created by admin on Fri Dec 15 16:02:31 GMT 2023 , Edited by admin on Fri Dec 15 16:02:31 GMT 2023
PRIMARY
USAN
SS-25
Created by admin on Fri Dec 15 16:02:31 GMT 2023 , Edited by admin on Fri Dec 15 16:02:31 GMT 2023
PRIMARY
DRUG BANK
DBSALT002379
Created by admin on Fri Dec 15 16:02:31 GMT 2023 , Edited by admin on Fri Dec 15 16:02:31 GMT 2023
PRIMARY
CAS
702686-96-2
Created by admin on Fri Dec 15 16:02:31 GMT 2023 , Edited by admin on Fri Dec 15 16:02:31 GMT 2023
PRIMARY
FDA UNII
LZM2DSH251
Created by admin on Fri Dec 15 16:02:31 GMT 2023 , Edited by admin on Fri Dec 15 16:02:31 GMT 2023
PRIMARY
NCI_THESAURUS
C81352
Created by admin on Fri Dec 15 16:02:31 GMT 2023 , Edited by admin on Fri Dec 15 16:02:31 GMT 2023
PRIMARY
EPA CompTox
DTXSID40220508
Created by admin on Fri Dec 15 16:02:31 GMT 2023 , Edited by admin on Fri Dec 15 16:02:31 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY