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Details

Stereochemistry ABSOLUTE
Molecular Formula C11H11BrN2S
Molecular Weight 283.187
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 4-BROMOLEVAMISOLE

SMILES

BrC1=CC=C(C=C1)[C@H]2CN3CCSC3=N2

InChI

InChIKey=HTHGAIADRJRJOY-SNVBAGLBSA-N
InChI=1S/C11H11BrN2S/c12-9-3-1-8(2-4-9)10-7-14-5-6-15-11(14)13-10/h1-4,10H,5-7H2/t10-/m1/s1

HIDE SMILES / InChI

Description
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/455643

(-)-p-Bromotetramisole is an inhibitor of non-specific alkaline phosphatase. L-p-Bromotetramisole shows no inhibition of specific phosphatase activity, and the D-enantiomer shows no inhibitory effects against either phosphatase. L-p-Bromotetramisole is used as a tool inhibitor in studies of tissue distribution of alkaline phosphatases.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
1.8 µM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Use of specific inhibitors to disciminate alkaline phosphatase isoenzymes originating from human liver, placenta and intestine: absence of meconial alkaline phosphatase in maternal serum.
1979-07
Tetramisole analogues as inhibitors of alkaline phosphatase, an enzyme involved in the resistance of neoplastic cells to 6-thiopurines.
1977-04
The inhibition of alkaline phosphatase by L-p-bromotetramisole.
1975-08-28
Patents

Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
(-)-p-Bromotetramisole inhibited alkaline phosphatase from the murine ascitic neoplasm Sarcoma 180/TG with IC50 of 1.8 uM.
Name Type Language
4-BROMOLEVAMISOLE
Common Name English
(-)-P-BROMOTETRAMISOLE
Preferred Name English
P-BROMOLEVAMISOLE
Common Name English
L-P-BROMOTETRAMISOLE
Common Name English
4-BROMOTETRAMISOLE, (S)-
Common Name English
IMIDAZO(2,1-B)THIAZOLE, 6-(4-BROMOPHENYL)-2,3,5,6-TETRAHYDRO-. (6S)-
Systematic Name English
4-BROMOTETRAMISOLE, (-)-
Common Name English
Code System Code Type Description
FDA UNII
OEN33FEM7H
Created by admin on Mon Mar 31 23:20:50 GMT 2025 , Edited by admin on Mon Mar 31 23:20:50 GMT 2025
PRIMARY
CAS
56943-06-7
Created by admin on Mon Mar 31 23:20:50 GMT 2025 , Edited by admin on Mon Mar 31 23:20:50 GMT 2025
PRIMARY
EPA CompTox
DTXSID10350780
Created by admin on Mon Mar 31 23:20:50 GMT 2025 , Edited by admin on Mon Mar 31 23:20:50 GMT 2025
PRIMARY
PUBCHEM
688042
Created by admin on Mon Mar 31 23:20:50 GMT 2025 , Edited by admin on Mon Mar 31 23:20:50 GMT 2025
PRIMARY