Desamide

Names

[ CAS No. ]:
671-88-5

[ Name ]:
Desamide

[Synonym ]:
Diuroblitz
5-chloro-toluene-2,4-disulfonic acid diamide
Edemil
Desamide
Tolclotidum
Disulphamide
5-Chlor-toluol-2,4-disulfonsaeure-diamid
Toluidrin
6-Chlor-4-methyl-benzol-1,3-disulfonsaeurediamid
5-Chlor-toluol-2,4-disulfonamid
Disamide
Toluren
Ethacrynic acid
Disulfamide
Fisiuretik

Biological Activity

[Description]:

Disulfamide, an orally active diuretic, is a carbonic anhydrase inhibitor with the IC50 value of 0.07 μM. Disulfamide leads to diuresis by inhibiting carbonic anhydrase and preventing the reabsorption of sodium and bicarbonate in the proximal tubule[1].

[Related Catalog]:

Research Areas >> Cardiovascular Disease

Signaling Pathways >> Metabolic Enzyme/Protease >> Carbonic Anhydrase

Research Areas >> Metabolic Disease

[Target]

IC50: 0.07 μM (carbonic anhydrase)[1]

[In Vivo]

Disulfamide (intraperitoneal injection, 200 mg/kg, once) has potential blood glucose raising properties in male Wistar rats[2]. Animal Model: Male Wistar rats weighing between 200-300 g[2] Dosage: 200 mg/kg Administration: Intraperitoneal injection; once Result: Resulted in elevated blood sugar levels from an initial blood glucose concentration of 143.1 mg/100 mL to a one hour later final concentration of 194.6 mg/100 mL, an increase of 36%.

[References]

[1]. CT Supuran, et al. Carbonic anhydrase inhibitors: Synthesis and inhibitory properties of 1,3,4-thiadiazole-2,5-bissulfonamide. European Journal of Medicinal Chemistry,Volume 31, Issue 11, 1996, Pages 843-846.

[2]. J M Foy, et al. Acute diuretic induced hyperglycaemia in rats. Life Sci. 1967 May 1;6(9):897-902.

Chemical & Physical Properties

[ Density]:
1.621g/cm3

[ Boiling Point ]:
549.4ºC at 760 mmHg

[ Molecular Formula ]:
C₇H₉ClN₂O₄S₂

[ Molecular Weight ]:
284.74000

[ Flash Point ]:
286.1ºC

[ Exact Mass ]:
283.96900

[ PSA ]:
137.08000

[ LogP ]:
3.50540

[ Index of Refraction ]:
1.612

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: XT2220000

CHEMICAL NAME :: Toluene-2,4-disulfonamide, 5-chloro-

CAS REGISTRY NUMBER :: 671-88-5

BEILSTEIN REFERENCE NO. :: 2702245

LAST UPDATED :: 199612

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C7-H9-Cl-N2-O4-S2

MOLECULAR WEIGHT :: 284.75

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 3800 mg/kg

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

REFERENCE :: NYKZAU Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. (Nippon Yakuri Gakkai, c/o Kyoto Daigaku Igakubu Yakurigaku Kyoshitsu, Konoe-cho, Yoshida, Sakyo-ku, Kyoto 606, Japan) V.40- 1944- Volume(issue)/page/year: 56(4),134S,1960

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds

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