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Details

Stereochemistry ABSOLUTE
Molecular Formula C33H33F2N5O3
Molecular Weight 584.6444
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MK-4232 C-11

SMILES

C[C@]1(CN([11CH3])C2(CCCC2)C(=O)N1CC(=O)NC3=CC4=C(C[C@@]5(C4)C(=O)NC6=C5C=CC=N6)C=C3)C7=CC(F)=CC(F)=C7

InChI

InChIKey=WYWHBLFVASSGIJ-YUUWNJLSSA-N
InChI=1S/C33H33F2N5O3/c1-31(22-13-23(34)15-24(35)14-22)19-39(2)33(9-3-4-10-33)30(43)40(31)18-27(41)37-25-8-7-20-16-32(17-21(20)12-25)26-6-5-11-36-28(26)38-29(32)42/h5-8,11-15H,3-4,9-10,16-19H2,1-2H3,(H,37,41)(H,36,38,42)/t31-,32-/m0/s1/i2-1

HIDE SMILES / InChI

Molecular Formula C33H33F2N5O3
Molecular Weight 584.6444
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

Substance Class Chemical
Created
by admin
on Sat Dec 16 11:37:29 UTC 2023
Edited
by admin
on Sat Dec 16 11:37:29 UTC 2023
Record UNII
XE4U8YZ8XJ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
MK-4232 C-11
Common Name English
(8R)-8-(3,5-DIFLUOROPHENYL)-8-METHYL-6-(METHYL-11C)-10-OXO-N-((2R)-1,1',2',3-TETRAHYDRO-2'-OXOSPIRO(2H-INDENE-2,3'-(3H)PYRROLO(2,3-B)PYRIDIN)-5-YL)-6,9-DIAZASPIRO(4.5)DECANE-9-ACETAMIDE
Systematic Name English
(11C)MK 4232
Code English
6,9-DIAZASPIRO(4.5)DECANE-9-ACETAMIDE, 8-(3,5-DIFLUOROPHENYL)-8-METHYL-6-(METHYL-11C)-10-OXO-N-((2R)-1,1',2',3-TETRAHYDRO-2'-OXOSPIRO(2H-INDENE-2,3'-(3H)PYRROLO(2,3-B)PYRIDIN)-5-YL)-, (8R)-
Systematic Name English
(11C)MK-4232
Common Name English
Code System Code Type Description
CAS
1263291-50-4
Created by admin on Sat Dec 16 11:37:29 UTC 2023 , Edited by admin on Sat Dec 16 11:37:29 UTC 2023
PRIMARY
PUBCHEM
155907712
Created by admin on Sat Dec 16 11:37:29 UTC 2023 , Edited by admin on Sat Dec 16 11:37:29 UTC 2023
PRIMARY
FDA UNII
XE4U8YZ8XJ
Created by admin on Sat Dec 16 11:37:29 UTC 2023 , Edited by admin on Sat Dec 16 11:37:29 UTC 2023
PRIMARY
Related Record Type Details
TARGET->RADIOLIGAND
TARGET -> INHIBITOR
Related Record Type Details
ACTIVE MOIETY
However, it is not clear what role the inhibition of central CGRP-R plays in migraine pain relief. To this end, the CGRP-R positron emission tomography (PET) tracer ((11)C)MK-4232 (2-((8R)-8-(3,5-difluorophenyl)-6,8-(6-(11)C)dimethyl-10-oxo-6,9-diazaspiro(4.5)decan-9-yl)-N-((2R)-2'-oxospiro(1,3-dihydroindene-2,3'-1H-pyrrolo(2,3-b)pyridine)-5-yl)acetamide) was discovered and developed for use in clinical PET studies. In rhesus monkeys and humans, ((11)C)MK-4232 displayed rapid brain uptake and a regional brain distribution consistent with the known distribution of CGRP-R. Monkey PET studies with ((11)C)MK-4232 after intravenous dosing with CGRP-R antagonists validated the ability of ((11)C)MK-4232 to detect changes in CGRP-R occupancy in proportion to drug plasma concentration. Application of ((11)C)MK-4232 in human PET studies revealed that telcagepant achieved only low receptor occupancy at an efficacious dose (140 mg PO).
ACTIVE MOIETY
Data for CGRP Receptor Antagonist - (11C)MK-4232: CGRP = 46 +/- 15, Ki = 7 P-gpc = 1.7 monkey fu = 4.3% CSF:PL = 3.12%