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Key Documents

190047

Sigma-Aldrich

(−)-p-Bromolevamisole oxalate

99%

Synonym(s):

(−)-4-Bromotetramisole oxalate, 6-Bromolevamisole oxalate, S(−)-6-(4-Bromophenyl)-2,3,5,6-tetrahydroimidazo[2,1-b]thiazole oxalate

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About This Item

Empirical Formula (Hill Notation):
C11H11BrN2S · C2H2O4
CAS Number:
Molecular Weight:
373.22
Beilstein/REAXYS Number:
4944883
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.06

Quality Level

assay

99%

form

powder

optical activity

[α]25/D −104°, c = 0.5 in H2O

mp

192 °C (dec.) (lit.)

functional group

bromo
carboxylic acid
thioether

SMILES string

OC(=O)C(O)=O.Brc1ccc(cc1)[C@H]2CN3CCSC3=N2

InChI

1S/C11H11BrN2S.C2H2O4/c12-9-3-1-8(2-4-9)10-7-14-5-6-15-11(14)13-10;3-1(4)2(5)6/h1-4,10H,5-7H2;(H,3,4)(H,5,6)/t10-;/m1./s1

InChI key

ZULBIBHDIQCNIS-HNCPQSOCSA-N

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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D G Williams et al.
Enzyme, 33(2), 70-74 (1985-01-01)
The dye Reactive Yellow 13, an affinity reagent for intestinal alkaline phosphatase, inhibits intestinal and other human alkaline phosphatases in solution. The inhibition depends markedly on the presence of a phosphate acceptor such as diethanolamine. The dye is an uncompetitive
T Metaye et al.
Biochemical pharmacology, 43(7), 1507-1511 (1992-04-01)
We studied the effect of bromolevamisole (BL) and other imidazo [2,1-b] thiazole derivatives--bromodexamisole (BD) and levamisole (LV)--on adenylate cyclase (AC) activity. BL and BD both inhibited forskolin-activated human thyroid AC, while LV had no effect. This inhibition was non-stereospecific and
J Luo et al.
American journal of physiology. Cell physiology, 279(1), C108-C119 (2000-07-18)
Genistein and bromotetramisole (Br-t) strongly activate cystic fibrosis transmembrane conductance regulator (CFTR; ABCC7) chloride channels on Chinese hamster ovary cells and human airway epithelial cells. We have examined the possible role of phosphatases in stimulation by these drugs using patch-clamp
E C Mun et al.
Gastroenterology, 114(6), 1257-1267 (1998-06-03)
Phenylimidazothiazoles have recently been shown to activate wild-type and mutant cystic fibrosis transmembrane conductance regulator (CFTR) Cl- channels in transfected cells and were proposed as therapy for cystic fibrosis. The aim of this study was to investigate the effects of
J H Wöltgens et al.
Journal de biologie buccale, 13(1), 3-10 (1985-03-01)
This study was designed to compare the various phosphatases and pyrophosphatases in bone with those in developing teeth. Moreover the alkaline phosphatase inhibitor 1-p-bromotetramisole (1-pBTM) was assessed for its ability to discriminate between the several phosphatase activities. Enzyme activities were

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