Tiaramide
Title: Tiaramide
CAS Registry Number: 32527-55-2
CAS Name: 4-[(5-Chloro-2-oxo-3(2H)-benzothiazolyl)acetyl]-1-piperazineethanol
Additional Names: 5-chloro-3-[4-(2-hydroxyethyl)-1-piperazinyl]carbonylmethyl-2-benzothiazolinone; tialamide
Molecular Formula: C15H18ClN3O3S
Molecular Weight: 355.84
Percent Composition: C 50.63%, H 5.10%, Cl 9.96%, N 11.81%, O 13.49%, S 9.01%
Literature References: Prepn: Umio et al., JP 71 15302 C.A. 75, 36127j (1971); eidem, JP 71 18752 C.A. 75, 63824r (1971); Umio, US 3661921 (1971, 1971, 1972 all to Fujisawa). Pharmacology: Takashima et al., Arzneim.-Forsch. 22, 711 (1972); Tsurumi et al., ibid. 716, 724. Metabolism: Noda et al., ibid. 732. Toxicity studies: Watanabe et al., ibid. 23, 504 (1973). Mode of antiasthmatic action: G. C. Folco et al., Pharmacol. Res. Commun. 11, 703 (1979).
Properties: pKa 6.2.
pKa: pKa 6.2
 
Derivative Type: Hydrochloride
CAS Registry Number: 35941-71-0
Manufacturers' Codes: NTA-194; FK-1160
Trademarks: Solantal (Fujisawa)
Molecular Formula: C15H18ClN3O3S.HCl
Molecular Weight: 392.30
Percent Composition: C 45.92%, H 4.88%, Cl 18.07%, N 10.71%, O 12.24%, S 8.17%
Properties: White, odorless, bitter tasting crystalline powder, mp 159-161°. pH (10% aqueous soln): 3.4-3.7. Very soluble in water; slightly sol in organic solvents. LD50 in male mice, rats (mg/kg): 178, 203 i.v.; 298, 540 i.p.; 564, 3600 orally (Watanabe).
Melting point: mp 159-161°
Toxicity data: LD50 in male mice, rats (mg/kg): 178, 203 i.v.; 298, 540 i.p.; 564, 3600 orally (Watanabe)
 
Therap-Cat: Antiasthmatic; anti-inflammatory.
Keywords: Antiasthmatic (Nonbronchodilator); Anti-inflammatory (Nonsteroidal); Arylacetic Acid Derivatives.

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