Tiopinac

Names

[ Name ]:
Tiopinac

[Synonym ]:
UNII-1QX5LNW7CG
Tiopinacum
(11-oxo-6,11-dihydrodibenz[b,e]thiepin-3-yl)acetic acid
Tiopinacum [INN-Latin]
Tiopinac (USAN/INN)
Tiopinaco [INN-Spanish]
Tiopinaco
6,11-dihydrodibenzo-[b.e.]-thiepin-11-one-3-acetic acid
TIOPINAC

Biological Activity

[Description]:

Tiopinac is a highly potent anti-inflammatory, analgesic and anti-pyretic agent.

[Related Catalog]:

Signaling Pathways >> Others >> Others

Research Areas >> Inflammation/Immunology

[In Vivo]

Tiopinac (0.03-110 mg/kg) has 40 times the antiphlogistic potency of phenylbutazone. The dose required to reduce paw swelling by 30% is approximately 0.5 mg/kg. Tiopinac does not elicit overt side effects at the 20 mg/kg/day dose. Tiopinac causes a dose-related reversal of the decreases body weight caused by the adjuvant disease, the weight of those rats receiving 0.135 and 0.4 mg/kg/day being significantly greater than that of the positive controls. Tiopinac (0.3-30 mg/kg) is highly potent in inhibiting the pain evoked in the yeastinflamed hind paw of the rat[1].

[Animal admin]

Female rats, 160-180 g, receive 0.1 mL of a suspension in mineral oil of heatkilled M. butyricum (10 mg/mL) by means of two intradermal injections (0.05 mL each) into the proximal 1/4 of the tail on day 0. When the test agent is studied for its activity versus the development of the arthritic syndrome, it is administered p.o. (0.5 mL vehicle/dose) twice each day (at 9 a.m. and 4 p.m.) for 17 days, beginning on day 1. On day 18 the intensity of the swelling of the four foot pads and tail is determined blindly utilizing a scoring system in which the swelling in the four paws is scored 0-4 for each paw and the tail swelling is scored 0-3. The total maximum score is 19. The body weights and the weights of both hind paws are obtained. This procedure is a modification of a system initially described by PEARSON.

[References]

[1]. Rooks WH 2nd, et al. The anti-inflammatory and analgesic profile of 6,11-dihydrodibenzo-[b.e.]-thiepin-11-one-3-acetic acid (tiopinac). Agents Actions. 1980 Jun;10(3):266-73.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.372g/cm3

[ Boiling Point ]:
541.3ºC at 760 mmHg

[ Molecular Formula ]:
C₁₆H₁₂O₃S

[ Molecular Weight ]:
284.33000

[ Flash Point ]:
281.1ºC

[ Exact Mass ]:
284.05100

[ PSA ]:
79.67000

[ LogP ]:
3.15040

[ Index of Refraction ]:
1.674

[ Storage condition ]:
2-8℃

Safety Information

[ HS Code ]:
2934999090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2934999090

[ Summary ]:
2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%