MedKoo Cat#: 555234 | Name: L-p-Bromotetramisole oxalate
Featured New

Description:

WARNING: This product is for research use only, not for human or veterinary use.

L-p-Bromotetramisole is a cell-permeable inhibitor of all four human AP isoenzymes (Kis =18 and 56 µM for PLAP and NSAP, respectively).

Chemical Structure

L-p-Bromotetramisole oxalate
L-p-Bromotetramisole oxalate
CAS#62284-79-1

Theoretical Analysis

MedKoo Cat#: 555234

Name: L-p-Bromotetramisole oxalate

CAS#: 62284-79-1

Chemical Formula: C13H13BrN2O4S

Exact Mass: 0.0000

Molecular Weight: 373.22

Elemental Analysis: C, 41.84; H, 3.51; Br, 21.41; N, 7.51; O, 17.15; S, 8.59

Price and Availability

Size Price Availability Quantity
100mg USD 450.00 2 Weeks
500mg USD 750.00 2 Weeks
1g USD 1,450.00 2 Weeks
2g USD 2,450.00 2 Weeks
5g USD 5,650.00 2 Weeks
Bulk Inquiry
Buy Now
Add to Cart
Related CAS #
Synonym
L-p-Bromotetramisole oxalate
IUPAC/Chemical Name
(S)-6-(4-bromophenyl)-2,3,5,6-tetrahydroimidazo[2,1-b]thiazole oxalate
InChi Key
ZULBIBHDIQCNIS-HNCPQSOCSA-N
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
SMILES Code
BrC1=CC=C([C@H]2CN3C(SCC3)=N2)C=C1.OC(C(O)=O)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 373.22 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Jackson EK, Zhang Y, Cheng D. Alkaline Phosphatase Inhibitors Attenuate Renovascular Responses to Norepinephrine. Hypertension. 2017 Mar;69(3):484-493. doi: 10.1161/HYPERTENSIONAHA.116.08623. Epub 2017 Jan 30. PubMed PMID: 28137984; PubMed Central PMCID: PMC5310812. 2: Denier CC, Brisson-Lougarre AA, Biasini GG, Grozdea JJ, Fournier DD. 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. 2002;3:2. Epub 2002 Jan 15. PubMed PMID: 11818032; PubMed Central PMCID: PMC65044. 3: Kitamura T, Murayama T, Nomura Y. Enhancement of Ca2+-induced noradrenaline release by vanadate in PC12 cells: possible involvement of tyrosine phosphorylation. Brain Res. 2000 Jan 31;854(1-2):165-71. PubMed PMID: 10784118. 4: Scher BM, Fuksina I, Hellinger N, Waxman S, Scher W. The phosphatase inhibitors, orthovanadate and levamisole, inhibit induction of erythroid differentiation and abrogate the associated inhibition of glycolysis. Int J Oncol. 1998 May;12(5):987-96. PubMed PMID: 9538118. 5: Denier CJ, Vergnes HA, Brisson-Lougarre A, Grozdea JG, Fournie AE, Klaebe AG, Perie JJ. Inhibition by sodium thiophosphate and L-p-bromotetramisole of neutrophil alkaline phosphatase in normal and trisomy 21 pregnancies. Ann Clin Biochem. 1996 May;33 ( Pt 3):215-8. PubMed PMID: 8791984. 6: Kovach JS, Svingen PA, Schaid DJ. Levamisole potentiation of fluorouracil antiproliferative activity mimicked by orthovanadate, an inhibitor of tyrosine phosphatase. J Natl Cancer Inst. 1992 Apr 1;84(7):515-9. PubMed PMID: 1312177. 7: Harb J, Vavasseur F, Chadéneau C, Denis M, Meflah K. Expression of alkaline phosphatase in murine lymphoma cells. Biochem Biophys Res Commun. 1991 May 31;177(1):125-33. PubMed PMID: 1645955. 8: Kuwana T, Rosalki SB. Measurement of alkaline phosphatase of intestinal origin in plasma by p-bromotetramisole inhibition. J Clin Pathol. 1991 Mar;44(3):236-7. PubMed PMID: 2013625; PubMed Central PMCID: PMC496946. 9: Verpooten GF, Nouwen EJ, Hoylaerts MF, Hendrix PG, de Broe ME. Segment-specific localization of intestinal-type alkaline phosphatase in human kidney. Kidney Int. 1989 Oct;36(4):617-25. PubMed PMID: 2681932. 10: Granström G, Magnusson BC. Changes in alkaline-phosphatase isoenzymes of hard tissue origin during facial development in the rat. Arch Oral Biol. 1986;31(8):513-9. PubMed PMID: 3467674. 11: Menahan LA, Sobocinski KA, Austin BP. Characterization of elevated plasma alkaline phosphatase activity in genetically obese mice. Metabolism. 1985 Mar;34(3):272-7. PubMed PMID: 2579311. 12: Nouwen EJ, Pollet DE, Schelstraete JB, Eerdekens MW, Hänsch C, Van de Voorde A, De Broe ME. Human placental alkaline phosphatase in benign and malignant ovarian neoplasia. Cancer Res. 1985 Feb;45(2):892-902. PubMed PMID: 3967249. 13: Menahan LA, Sobocinski KA, Austin BP. The origin of plasma alkaline phosphatase activity in mice and rats. Comp Biochem Physiol B. 1984;79(2):279-83. PubMed PMID: 6509919. 14: Weakley BS, Bowker SJ, James JL. Enzyme studies on TPPase-reactive cytoplasmic structures observed in early meiotic prophase I of the hamster oocyte. Cell Tissue Res. 1984;235(2):379-86. PubMed PMID: 6322997. 15: Zaccone G, Fasulo S, Licata A. Ultrastructural demonstration of alkaline phosphatase (ALP) and K+-p-nitrophenyl phosphatase (K+-p-NPPase) in the epidermal ionocytes of Blennius sanguinolentus. Histochemistry. 1984;81(1):47-53. PubMed PMID: 6088441. 16: Weakley BS, Webb P, James JL. Intake of phosphatase-active plasma membrane into the cytoplasm of oocytes from sexually immature hamsters. J Cell Sci. 1982 Oct;57:161-75. PubMed PMID: 6130099. 17: Granström G. Properties of alkaline phosphatases from cellular cementum of rat molars. Acta Odontol Scand. 1982;40(2):121-8. PubMed PMID: 6125076. 18: Pino RM, Pino LC, Bankston PW. The relationships between the Golgi apparatus, GERL, and lysosomes of fetal rat liver Kupffer cells examined by ultrastructural phosphatase cytochemistry. J Histochem Cytochem. 1981 Sep;29(9):1061-70. PubMed PMID: 6116732. 19: Skillen AW, Harrison J. Serum alkaline phosphatase of intestinal origin: detection by acrylamide gel electrophoresis and L-p-bromotetramisole inhibition compared. Clin Chem. 1980 May;26(6):786. PubMed PMID: 7371166. 20: Bayer PM, Gabl F, Knoth E. [Measuring the activity of the placental isoenzyme of alkaline phosphatase: 3 methods compared (author's transl)]. J Clin Chem Clin Biochem. 1979 Sep;17(9):605-7. German. PubMed PMID: 501308.