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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:
62284-79-1
Molecular Weight:
373.22
Beilstein:
4944883
EC Number:
263-487-0
MDL number:
MFCD00070406
UNSPSC Code:
12352200
PubChem Substance ID:
24278147
NACRES:
NA.06

Quality Level

100

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

Related Categories

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302 + H312

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCT2912
MKCS3812
MKCL4198
MKCH8427
MKCG1780

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D E Amacher et al.
Enzyme, 42(1), 1-7 (1989-01-01)
Alkaline phosphatase (AP) from the sera of both male and female beagle dogs was partially purified and then analyzed for the presence of AP isoenzymes having intestinal or osseous characteristics as detected by bromotetramisole inhibition or wheat germ lectin agarose
F Becq et al.
The Journal of biological chemistry, 271(27), 16171-16179 (1996-07-05)
Patch-clamp, iodide efflux, and biochemical techniques were used to evaluate the ability of phenylimidazothiazoles to open normal and mutated cystic fibrosis transmembrane conductance regulator (CFTR) chloride channels and to investigate the mechanism of activation. As reported previously for bromotetramisole, levamisole
M Onsgard-Meyer et al.
Proceedings of the Society for Experimental Biology and Medicine. Society for Experimental Biology and Medicine (New York, N.Y.), 213(2), 193-195 (1996-11-01)
Levamisole inhibits alkaline phosphatase (ALP) activity in kidney brush border membranes and increases phosphate excretion in vivo in dogs and rats. I-p-Bromotetramisole (I-BR) is a more potent analog of levamisole in regard to inhibition of ALP activity in vitro, but
M J Peake et al.
Journal of clinical pathology, 41(2), 202-206 (1988-02-01)
Intestinal alkaline phosphatase activity was measured using levamisole inhibition, and results were compared with a previously reported method using L-phenylalanine. Sixty two per cent intestinal, 39% placental, and 1.3% of either bone or liver alkaline phosphatase activity remained when alkaline
D M Lyaruu et al.
Journal de biologie buccale, 12(4), 287-296 (1984-12-01)
In culture, 10(-3)M 1-p-bromotetramisole (1-pBTM) inhibited mineralization of in vitro secreted enamel matrix in two-day old neonatal hamster first maxillary molar tooth germs. In contrast, in control tooth germs cultured without the inhibitor, new enamel and dentin matrices were secreted
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