62284-79-1

Basic information

• Product Name: (-)-4-BROMOTETRAMISOLE OXALATE
• Synonyms: 6-BROMOLEVAMISOLE OXALATE;(-)-6(4-BROMOPHENYL)-2,3,5,6-TETRAHYDROIMIDAZO[2,1-B]THIAZOLE ETHANEDIOATE OXALATE SALT;(-)-4-BROMOTETRAMISOLE OXALATE;L-(-)-P-BROMOTETRAMISOLE OXALATE;L-P-BROMOTETRAMISOLE OXALATE;(-)-P-BROMOTETRAMISOLE OXALATE;(-)-P-BROMOTETRAMISOLE OXALATE SALT;(-)-P-BROMOLEVAMISOLE OXALATE
• CAS NO: 62284-79-1
• Molecular Formula: C₂H₂O₄*C₁₁H₁₁BrN₂S
• Molecular Weight: 373.22
• EINECS: 263-487-0
• Product Categories: chiral;Inhibitors
• Mol File: 62284-79-1.mol
• Article Data: 0

Chemical Properties

• Melting Point: 192 °C (dec.)
• Boiling Point: 388.6 °C at 760 mmHg
• Flash Point: 87℃
• Appearance: white to light yellow crystal powder
• Vapor Pressure: 3.03E-06mmHg at 25°C
• Storage Temp.: 2-8°C
• Solubility: Soluble in Water (up to 10 mg/ml)
• 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.
• BRN: 4944883
• CAS DataBase Reference: (-)-4-BROMOTETRAMISOLE OXALATE(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-4-BROMOTETRAMISOLE OXALATE(62284-79-1)
• EPA Substance Registry System: (-)-4-BROMOTETRAMISOLE OXALATE(62284-79-1)

Safety Data

• Hazard Codes: Xn
• Statements: 21/22-36/37/38-20/21/22
• Safety Statements: 24/25-36/37/39-26
• WGK Germany: 3
• F: 10
• Hazardous Substances Data: 62284-79-1(Hazardous Substances Data)

Usage

Description

(-)-4-Bromotetramisole oxalate, also known as L-p-Bromotetramisole oxalate, is a cell-permeable inhibitor of alkaline phosphatase (AP) with potent inhibitory effects on all four human AP isoenzymes. It is a white to light yellow crystal powder and has been shown to inhibit a tyrosine phosphatase from Drosophila, making it a versatile compound with potential applications in various fields.

Uses

Used in Research and Development:
(-)-4-Bromotetramisole oxalate is used as a research tool for studying the role and function of alkaline phosphatase in various biological processes. Its ability to inhibit all four human AP isoenzymes makes it a valuable compound for understanding the enzyme's involvement in different diseases and conditions.
Used in Pharmaceutical Industry:
(-)-4-Bromotetramisole oxalate is used as a pharmaceutical compound for the development of drugs targeting alkaline phosphatase. Its potent inhibitory effects on AP isoenzymes can be leveraged to create therapeutic agents for treating diseases associated with abnormal AP activity.
Used in Diagnostic Applications:
(-)-4-Bromotetramisole oxalate is used as a diagnostic agent for detecting and measuring alkaline phosphatase levels in various samples, such as blood or tissue. Its specificity for AP isoenzymes can help in the accurate diagnosis of conditions related to altered AP activity.
Used in Enzyme Inhibition Studies:
(-)-4-Bromotetramisole oxalate is used as an inhibitor in enzyme inhibition studies, particularly for alkaline phosphatase and tyrosine phosphatase. Its ability to inhibit these enzymes can provide insights into the mechanisms of enzyme regulation and the development of novel inhibitors for therapeutic purposes.

Biochem/physiol Actions

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

References

1) Kovach?et al. (1992),?Levamisole potentiation of fluorouracil antiproliferative activity mimicked by orthovanadate, an inhibitor of tyrosine phosphatase; J. Natl. Cancer Inst.,?84?515 2) Luo et al. (2000),?Role of protein phosphatases in the activation of CTFR (ABCC7) by genistein and bromotetramisole;?Am. J. Physiol. Cell Physiol.,?279?C108 3) Scher?et al.?(1998),?The phosphatase inhibitors, orthovanadate and levamisole, inhibit induction of erythroid differentiation and abrogate the associated inhibition of glycolysis; Int. J. Oncol.,?12?987

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-;/m1./s1

Downstream Products

• 56943-06-7 (S)-(?)-p-bromotetramisole