An alkaline phosphatase inhibitor
Technical Support & Resources

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

L-p-Bromotetramisole (oxalate)

Item No. 18713

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(6S)-6-(4-bromophenyl)-2,3,5,6-tetrahydro-imidazo[2,1-b]thiazole, monoethanedioate
CAS Number
62284-79-1
Synonyms
  • (-)-p-Bromotetramisole
  • L-para-Bromotetramisole
Molecular Formula
C11H11BrN2S • C2H2O4
Formula Weight
373.2
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 20 mg/mlEthanol: 1 mg/mlPBS (pH 7.2): 5 mg/ml
λmax
225, 228 nm
SMILES
BrC1=CC=C([C@H]2CN3C(SCC3)=N2)C=C1.OC(C(O)=O)=O
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

Download most recent Certificate of Analysis for this product

    1 mg

    $36

    Add

    5 mg

    $77

    Add

    10 mg

    $120

    Add

    25 mg

    $169

    Add
    Product Description

    L-p-Bromotetramisole is a cell-permeable inhibitor of all four human AP isoenzymes (Kis =18 and 56 µM for PLAP and NSAP, respectively).1,2,3,4 While PLAP is strongly inhibited by L-p-bromotetramisole, a second AP, possibly PLAP-like, shows only partial inhibition.3 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.5,6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Denier, C.C., Brisson-Lougarre, A.A., Biasini, G.G., et al. Kinetic comparison of tissue non-specific and placental human alkaline phosphatases expressed in baculovirus infected cells: Application to screening for Down’s syndrome. BMC Biochem. 3:2, (2002).

    2. Van Belle, H., De Broe, M.E., and Wieme, R.J. L-p-Bromotetramisole, a new reagent for use in measuring placental or intestinal isoenzymes of alkaline phosphatase in human serum. Clin. Chem. 23(3), 454-459 (1977).

    3. Sakiyama, T., Robinson, J.C., and Chou, J.Y. Characterization of alkaline phosphatases from human first trimester placentas. The Journal of Biological Chemisty 254(3), 935-938 (1979).

    4. Doellgast, G.J., and Meis, P.J. Use of specific inhibitors to discriminate alkaline phosphatase isoenzymes originating from human liver, placenta and intestine: Absensce of meconial alkaline phosphatase in maternal serum. Clin. Chem. 25(7), 1230-1233 (1979).

    5. Fukami, Y., and Lipmann, F. Purification of a specific reversible tyrosine-O-phosphate phosphatase. Proc. Natl. Acad. Sci. USA 79(14), 4275-4279 (1982).

    6. Yingst, D.R., Davis, J., and Schiebinger, R. Inhibitors of tyrosine phosphatases block angiotensin II inhibition of Na(+) pump. Eur. J. Pharmacol. 461(1), 49-52 (2000).