Balsalazide

Names

[ Name ]:
Balsalazide

[Synonym ]:
BALSALAZIDE SODIUM
balsalazido
(3E)-3-({4-[(2-Carboxyethyl)carbamoyl]phenyl}hydrazono)-6-oxo-1,4-cyclohexadiene-1-carboxylic acid
Balsalazide
BALSALAZIDE DISODIUM SALT
1,4-Cyclohexadiene-1-carboxylic acid, 3-[2-[4-[[(2-carboxyethyl)amino]carbonyl]phenyl]hydrazinylidene]-6-oxo-, (3E)-
BALSALZIDE DISODIUM

Biological Activity

[Description]:

Balsalazide could suppress colitis-associated carcinogenesis through modulation of IL-6/STAT3 pathway.

[Related Catalog]:

Signaling Pathways >> Immunology/Inflammation >> Interleukin Related

Research Areas >> Inflammation/Immunology

[Target]

STAT3

IL-6

[In Vivo]

At the endpoint, the protein production of MIP-1β, MCP-1, IL-6, and IL-10 in the colon tissues decrease in concordance with the plasma concentrations of the cytokines. The drug-treated groups reveal lower expression of p-STAT3 compared to the CAC group. In addition, BCL2 decreases and BAX increases markedly in the BSZ+VSL#3 group[1]. Balsalazide is a new 5-aminosalicylic acid (5-ASA) containing prodrug[2].

[Animal admin]

Mice[1] C57B/L6J mice are randomly divided into four groups: CAC group, Balsalazide (BSZ) group (300 mg/kg), VSL#3 group, and BSZ+VSL#3 group. After two weeks, the AOM/DSS model is induced by AOM injection followed by two cycles of 2% DSS[1].

[References]

[1]. Do EJ, et al. Suppression of colitis-associated carcinogenesis through modulation of IL-6/STAT3 pathway by balsalazide and VSL#3. J Gastroenterol Hepatol. 2016 Aug;31(8):1453-61.

[2]. Kruis W, et al. Low dose balsalazide (1.5 g twice daily) and mesalazine (0.5 g three times daily) maintained remission of ulcerative colitis but high dose balsalazide (3.0 g twice daily) was superior in preventing relapses. Gut, 2001. 49(6): p. 783-789.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Melting Point ]:
254-255ºC

[ Molecular Formula ]:
C₁₇H₁₅N₃O₆

[ Molecular Weight ]:
357.318

[ Exact Mass ]:
357.096100

[ PSA ]:
148.65000

[ LogP ]:
1.00

[ Index of Refraction ]:
1.650

[ Storage condition ]:
2-8℃

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: DG4974900

CHEMICAL NAME :: Benzoic acid, 5-((4-(((2-carboxyethyl)amino)carbonyl)phenyl)azo)-2- hydroxy-, (E)-

CAS REGISTRY NUMBER :: 80573-04-2

LAST UPDATED :: 199406

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C17-H15-N3-O6

MOLECULAR WEIGHT :: 357.35

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD - Lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >2 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: DRFUD4 Drugs of the Future. (J.R. Prous, S.A., Apartado de Correos 540, 08080 Barcelona, Spain) V.1- 1975/76- Volume(issue)/page/year: 9,313,1984

TYPE OF TEST :: LD - Lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >4 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: DRFUD4 Drugs of the Future. (J.R. Prous, S.A., Apartado de Correos 540, 08080 Barcelona, Spain) V.1- 1975/76- Volume(issue)/page/year: 9,313,1984

Safety Information

[ Risk Phrases ]:
R20/21/22

[ Safety Phrases ]:
S36/37