(-)-4-BROMOTETRAMISOLE OXALATE Chemical Properties

Melting point:

192 °C (dec.) (lit.)

Flash point:

87℃

storage temp. 

2-8°C

solubility 

Soluble in Water (up to 10 mg/ml)

form 

liquid

color 

White

optical activity

[α]25/D 104°, c = 0.5 in H2O

BRN 

4944883

Stability:

Stable for 1 year from date of purchase as supplied. Solutions in distilled water may be stored at -20°C for up to 3 months.

InChI

InChI=1/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-;/s3

InChIKey

ZULBIBHDIQCNIS-MEQOOBBNNA-N

SMILES

C(=O)(O)C(=O)O.BrC1C=CC([C@@H]2N=C3SCCN3C2)=CC=1 |&1:11,r|

Safety Information

Hazard Codes 

Xn

Risk Statements 

21/22-36/37/38-20/21/22

Safety Statements 

24/25-36/37/39-26

WGK Germany 

3

F 

10

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich

(-)-4-BROMOTETRAMISOLE OXALATE Usage And Synthesis

Description

Four distinct human isoenzymes of alkaline phosphatase (AP) are known: intestinal (IAP), placental (PLAP), tissue non-specific (NSAP, also known as liver/bone/kidney AP), and germ cell AP (also known as placental-like AP, PLAP-like). L-p-Bromotetramisole is a cell-permeable inhibitor of all four human AP isoenzymes (K_is =18 and 56 μM for PLAP and NSAP, respectively). While PLAP is strongly inhibited by L-p-bromotetramisole, a second AP, possibly PLAP-like, shows only partial inhibition. L-p-Bromotetramisole has been shown to inhibit a tyrosine phosphatase from Drosophila and, as a result, is also used as a tyrosine phosphatase inhibitor.

Chemical Properties

white to light yellow crystal powde

Uses

L-p-Bromotetramisole Oxalate or (-)-p-Bromotetramisole Oxalate is a potent inhibitor of alkaline phosphatase.

Biochem/physiol Actions

(-)-p-Bromolevamisole oxalate inhibits L-isoforms of alkaline phosphatases.

target

alkaline phosphatase

References

[1] J S KOVACH  D J S  P A Svingen. Levamisole potentiation of fluorouracil antiproliferative activity mimicked by orthovanadate, an inhibitor of tyrosine phosphatase.[J]. JNCI Journal of the National Cancer Institute, 1992, 84 7: 515-519. DOI:10.1093/jnci/84.7.515
[2] J LUO. Role of protein phosphatases in the activation of CFTR (ABCC7) by genistein and bromotetramisole.[J]. American journal of physiology. Cell physiology, 2000, 279 1: C108-19. DOI:10.1152/ajpcell.2000.279.1.c108
[3] B M SCHER. The phosphatase inhibitors, orthovanadate and levamisole, inhibit induction of erythroid differentiation and abrogate the associated inhibition of glycolysis.[J]. International journal of oncology, 1998, 12 5: 987-996. DOI:10.3892/ijo.12.5.987

(-)-4-BROMOTETRAMISOLE OXALATE(62284-79-1)Related Product Information

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