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Sodium stibogluconate

Sodium stibogluconate structure

CAS No:
16037-91-5
Formula:
C12H20O17Sb2.9H2O.3Na
Chemical Name:
Sodium stibogluconate
Synonyms:
D-Gluconic acid,2,4:2′,4′-O-(oxydistibylidyne)bis-,sodium salt,hydrate (1:3:9);Solustibosan;D-Gluconic acid,2,4:2′,4′-O-(oxydistibylidyne)bis-,Sb,Sb′-dioxide,trisodium salt,nonahydrate;D-Gluconic acid,2,4:2′,4′-O-[oxybis(oxidostibylidyne)]bis-,trisodium salt,nonahydrate;1,3,2-Dioxantimonane,D-gluconic acid deriv.;1,3,2-Dioxastibinane,D-gluconic acid deriv.;D-Gluconic acid,cyclic ester with antimonic acid (H8Sb2O9) (2:1),trisodium salt,nonahydrate;Sodium stibogluconate;Antimony sodium gluconate;Myostibin;Pentostam;Solustin;Solusurmin;Stibanate;Stibatin;Solyusurmin;Stibinol;Stibanose;Stibogluconate sodium;35-03-0;12001-86-4
Categories:
Active Pharmaceutical Ingredients > Antiparasitic Drugs

Description

Stibogluconate sodium is a potent inhibitor of protein tyrosine phosphatase. Stibogluconate sodium inhibits 99% of SHP-1, SHP-2 and PTP1B activity at 10, 100, 100 μg/mL, respectively.

Antimony complex where the metal may exist in either the pentavalent or trivalent states. The pentavalent gluconate is used in leishmaniasis. The trivalent gluconate is most frequently used in schistosomiasis.

Sodium stibogluconate Basic Attributes

Molecular Weight：

925.9

Exact Mass：

908.92682

ATC Code：

P - Antiparasitic products, insecticides and repellents

Characteristics

PSA：

399.06000

Appearance：

pale yellow solid

Boiling Point：

673.6ºC at 760mmHg

Flash Point：

375.2ºC

Water Solubility：

H2O: 1 mg/mL at ~75 °C

Storage Conditions：

2-8°C

Toxicity：

Peritoneal-mouse LD50: 33 mg/kg

Flammability characteristics：

Flammable; burning produces toxic sodium oxide and antimony fumes

Safety Information

Packing level：

III

Hazard category：

6.1(b)

Transport codes：

3282

wgk germany：

hazard class code：

20/22-51/53

safety instructions：

RTECS Number：

CC7930000

Marks：

Xn,N

Storage features：

Treasury is ventilated, low temperature and dry; stored separately from food materials

Toxicity

Toxicity class：

highly toxic

Drug Information

MeSH：

Substances that are destructive to protozoans. (See all compounds classified as Antiprotozoal Agents.)|Agents that act systemically to kill adult schistosomes. (See all compounds classified as Schistosomicides.)

MeSH Entry Terms：

Antimony Gluconate Sodium

Sodium stibogluconate Use and Manufacturing

Methods of Manufacturing

The replacement reaction of calcium gluconate and sodium carbonate produces sodium gluconate, and then the antimony reaction is carried out with antimony trichloride to obtain trivalent antimony sodium salt of gluconate, and finally it is oxidized to sodium antimony gluconate with hydrogen peroxide.

Uses

Sodium stibogluconate is a pentavalent antimony derivative that is highly active against Leishmania amastigotes in macrophages. Sodium stibogluconate has diverse effects on both this intracellular parasite and its host cell.

Computed Properties

Molecular Weight:908.89
Hydrogen Bond Donor Count:15
Hydrogen Bond Acceptor Count:26
Rotatable Bond Count:6
Exact Mass:908.92682
Monoisotopic Mass:906.92641
Topological Polar Surface Area:291
Heavy Atom Count:43
Formal Charge:1
Complexity:699
Defined Atom Stereocenter Count:8
Covalently-Bonded Unit Count:13
Compound Is Canonicalized:Yes

Material

Sodium gluconate

Hydrogen peroxide

Drug Function and Efficacy

This product is a pentavalent antimony compound. It has no effect on promastigotes grown in tissue culture, but has a good effect on parasites in the body (no promastigotes), suggesting that pentavalent antimony must be reduced to trivalent antimony to work. Its mechanism of action is unknown, but it is known that antimony can work by binding to sulfhydryl groups. The drug is taken up through selective intracellular endocytosis and enters the phagosome of macrophages, where the Leishmania parasites are eliminated.

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Sodium Antimony Gluconate Injection
Ingredients	The main ingredients of this product are: Sodium antimony gluconate
Indication	Not yet clear.
Specifications	6 ml (0.6 g in terms of Sb, equivalent to 1.9 g sodium antimony gluconate)
Manufacturer	Shandong Xinhua Pharmaceutical Company Limited

Sodium antimony gluconate
Manufacturer	Shandong Xinhua Pharmaceutical Company Limited

Registered Holders

Shandong Xinhua Pharmaceutical Company Limited

China
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