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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:
4944883
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.06

Assay

99%

form

powder

optical activity

[α]25/D −104°, c = 0.5 in H2O

mp

192 °C (dec.) (lit.)

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

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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R Béliveau et al.
The International journal of biochemistry, 20(4), 375-380 (1988-01-01)
1. Brush border membranes purified from rat kidney cortex were incubated in the presence of ATP and analysed by SDS polyacrylamide gel electrophoresis. 2. Quantitative analysis of phosphorylation was performed with a calibration curve obtained by autoradiography. 3. The presence
T Metaye et al.
Biochemical pharmacology, 37(22), 4263-4268 (1988-11-15)
Analogues of bromo-levamisole and guanidine derivatives including cimetidine are examined in vitro in order to investigate their comparative inhibition, towards alkaline phosphatase (ALP) from human liver and diamine-oxidase (DAO) from human placenta. Bromo-levamisole, considered as a potent selective uncompetitive inhibitor
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
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
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

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