Synonym
Tiaramide hydrochloride; tiaramide; FK-1160; FK 1160; FK1160; NTA-194; NTA194; NTA 194
IUPAC/Chemical Name
5-chloro-3-(2-(4-(2-hydroxyethyl)piperazin-1-yl)-2-oxoethyl)benzo[d]thiazol-2(3H)-one hydrochloride
InChi Key
UKNGDQSYPNBJAO-UHFFFAOYSA-N
InChi Code
InChI=1S/C15H18ClN3O3S.ClH/c16-11-1-2-13-12(9-11)19(15(22)23-13)10-14(21)18-5-3-17(4-6-18)7-8-20;/h1-2,9,20H,3-8,10H2;1H
SMILES Code
O=C1SC2=CC=C(Cl)C=C2N1CC(N3CCN(CCO)CC3)=O.[H]Cl
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
Related CAS#
35941-71-0 (HCl)
32527-55-2 (free base)
Preparing Stock Solutions
The following data is based on the
product
molecular weight
392.30
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.
| 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: Takano S. Inhibition of phospholipase A2 by tiaramide in rabbit platelets. Jpn J Pharmacol. 1985 Nov;39(3):307-16. PubMed PMID: 3005729.
2: Iwasaki K, Noguchi H, Kamataki T, Kato R. Metabolism of tiaramide in vitro. I. Oxidative metabolism of tiaramide by human and rat liver microsomes. Xenobiotica. 1982 Apr;12(4):221-6. PubMed PMID: 7113258.
3: Takano S, Sakurai K, Suzuki T. Inhibitory effect of tiaramide of aggregation in vivo and on electrophoresis of rabbit platelets. Jpn J Pharmacol. 1980 Dec;30(6):905-12. PubMed PMID: 6264190.
4: Harvey JE, Jones P, Tanser AR. A trial of tiaramide in asthma. Allergy. 1985 Apr;40(3):198-201. PubMed PMID: 3887976.
5: Khandwala A, Coutts S, Weinryb I. Antiallergic activity of tiaramide (RHC 2592-A). Int Arch Allergy Appl Immunol. 1982;69(2):159-68. PubMed PMID: 6179887.
6: Nakahata N, Nakanishi H. Bradykinin-induced contraction is inhibited by tiaramide, an anti-inflammatory drug, with an inhibition of increase in intracellular free calcium. J Pharmacol Exp Ther. 1988 Aug;246(2):635-40. PubMed PMID: 3136243.
7: Berkin KE, Kerr JW. Tiaramide--a new oral drug for the treatment of asthma. Br J Clin Pharmacol. 1982 Oct;14(4):505-8. PubMed PMID: 7138736; PubMed Central PMCID: PMC1427614.
8: Noguchi H, Iwasaki K. Metabolism of tiaramide in vitro. II. Oxidation of piperazineethanol group in tiaramide by 105 000 g supernatants from monkey and rat liver. Xenobiotica. 1982 Aug;12(8):499-508. PubMed PMID: 6755927.
9: Nabe T, Hashii H, Matsubara S, Yasui K, Yamamura H, Horiba M, Watanabe-Kohno S, Ohata K. A tiaramide derivative, 5-chloro-3-(4-hydroxypiperadinocarbonylmethyl)benzothiazoline-2-one (HPR-611), a potent inhibitor of anaphylactic chemical mediator release--a distinctive feature from disodium cromoglycate. J Pharmacobiodyn. 1992 Dec;15(12):673-9. PubMed PMID: 1284281.
10: Klunk LJ, Riska PS, Maynard DE. The disposition and metabolism of 14C-tiaramide . HCl in man. Drug Metab Dispos. 1982 May-Jun;10(3):241-5. PubMed PMID: 6125356.
