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

Details

Stereochemistry ACHIRAL
Molecular Formula C16H17N3S.ClH
Molecular Weight 318.853
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DASB HYDROCHLORIDE C-11

SMILES

Cl.CN([11CH3])CC1=CC=CC=C1SC2=C(N)C=C(C=C2)C#N

InChI

InChIKey=NGUQWWFTYNJBAF-ULWFUOSBSA-N
InChI=1S/C16H17N3S.ClH/c1-19(2)11-13-5-3-4-6-15(13)20-16-8-7-12(10-17)9-14(16)18;/h3-9H,11,18H2,1-2H3;1H/i1-1;

HIDE SMILES / InChI

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

Molecular Formula C16H17N3S
Molecular Weight 282.392
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

3-amino-4-(2[11C]methylaminomethylphenylsulfanyl)benzonitrile (DASB C-11) exhibits excellent in vitro and in vivo properties toward the serotonin transporter. Parametric imaging of serotonin transporters (SERT) with DASB C-11 PET is a useful data analysis tool. DASB C-11 is a suitable PET radioligand for measuring drug occupancy of the SERT in vivo and has potential for monitoring in vivo changes in serotonin levels. Studies in humans showed that the regional distribution of DASB C-11 uptake was concordant with the known densities of SERT sites in the brain. The highest levels of radioactivity were observed in the hypothalamus, intermediate levels were observed in the thalamus and striatum, whereas modest to low levels of radioactivity were observed in the cortical regions and cerebellum, respectively.

Approval Year

PubMed

PubMed

TitleDatePubMed
[11C]-DASB, a tool for in vivo measurement of SSRI-induced occupancy of the serotonin transporter: PET characterization and evaluation in cats.
2003 Feb
PET imaging of serotonin transporters with [11C]DASB: test-retest reproducibility using a multilinear reference tissue parametric imaging method.
2006 Feb
3-Amino-4-(2-((4-[18F]fluorobenzyl)methylamino)methylphenylsulfanyl)benzonitrile, an F-18 fluorobenzyl analogue of DASB: synthesis, in vitro binding, and in vivo biodistribution studies.
2007 Sep-Oct
Substance Class Chemical
Created
by admin
on Sat Dec 16 10:31:51 GMT 2023
Edited
by admin
on Sat Dec 16 10:31:51 GMT 2023
Record UNII
5EW2G6592J
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DASB HYDROCHLORIDE C-11
Common Name English
C11 DASB HYDROCHLORIDE
Common Name English
BENZONITRILE, 3-AMINO-4-((2-((METHYLMETHYL-11C-AMINO)METHYL)PHENYL)THIO)-, HYDROCHLORIDE (1:1)
Systematic Name English
BENZONITRILE, 3-AMINO-4-((2-((METHYLMETHYL-11C-AMINO)METHYL)PHENYL)THIO)-, MONOHYDROCHLORIDE
Systematic Name English
Code System Code Type Description
PUBCHEM
72941799
Created by admin on Sat Dec 16 10:31:51 GMT 2023 , Edited by admin on Sat Dec 16 10:31:51 GMT 2023
PRIMARY
FDA UNII
5EW2G6592J
Created by admin on Sat Dec 16 10:31:51 GMT 2023 , Edited by admin on Sat Dec 16 10:31:51 GMT 2023
PRIMARY
CAS
296774-17-9
Created by admin on Sat Dec 16 10:31:51 GMT 2023 , Edited by admin on Sat Dec 16 10:31:51 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE