554-18-7, Glucosulfone,
CAS:554-18-7
C24H36N2O18S3 / 736.74
Glucosulfone Sodium is a sodium salt form of glucosulfone, an agent used to treat mycobacterial infections.
Title: Glucosulfone Sodium
CAS Registry Number: 554-18-7
CAS Name: 1,1'-[Sulfonylbis(4,1-phenyleneimino)]bis[1-deoxy-1-sulfo-D-glucitol] disodium salt
Additional Names: p,p'-sulfonyldianiline N,N'-diglucoside disodium disulfonate; p,p'-sulfonyldianiline-N,N'-di-D-glucose sodium bisulfite compd; p,p'-diaminodiphenylsulfone-N,N'-di(dextrose sodium sulfonate); disodium p,p'-diaminodiphenylsulfone-N,N'-diglucose sulfonate
Manufacturers' Codes: 501-P
Trademarks: Protomin; Promin (Parke-Davis); Promanide
Molecular Formula: C24H34N2Na2O18S3
Molecular Weight: 780.70
Percent Composition: C 36.92%, H 4.39%, N 3.59%, Na 5.89%, O 36.89%, S 12.32%
Literature References: Prepd by refluxing a mixture of 4,4'-diaminodiphenylsulfone, glucose, sodium bisulfite, and 80% ethanol: CH 234108 (1944 to B. Siegfried), C.A. 43, 4297a (1949); B. C. Jain et al., Sci. Cult. 11, 568 (1946). Structure activity study: W. Logemann, G. P. Miori, Arzneim.-Forsch. 5, 213 (1955). Clinical evaluation in ocular leprosy: A. Bouzas, Arch. Ophthalmol. 31, 629 (1971).
Properties: White, amorphous powder. Soluble in water; slightly sol in ethanol. Insol in ether, benzene, methanol, ethyl acetate, pyridine. Aq solns may be sterilized by autoclaving. LD50 in rats (g/kg): 3-4 orally, 3-3.5 i.v. (Logemann, Miori).
Toxicity data: LD50 in rats (g/kg): 3-4 orally, 3-3.5 i.v. (Logemann, Miori)
Therap-Cat: Antibacterial (leprostatic).
Keywords: Antibacterial (Synthetic); Sulfones; Antibacterial (Leprostatic).
CAS Number | 554-18-7 |
Product Name | Glucosulfone sodium |
IUPAC Name | disodium;(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxy-1-[4-[4-[[(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxy-1-sulfonatohexyl]amino]phenyl]sulfonylanilino]hexane-1-sulfonate |
Molecular Formula | C24H34N2Na2O18S3 |
Molecular Weight | 780.70 g/mol |
InChI | InChI=1S/C24H36N2O18S3.2Na/c27-9-15(29)17(31)19(33)21(35)23(46(39,40)41)25-11-1-5-13(6-2-11)45(37,38)14-7-3-12(4-8-14)26-24(47(42,43)44)22(36)20(34)18(32)16(30)10-28;;/h1-8,15-36H,9-10H2,(H,39,40,41)(H,42,43,44);;/q;2*+1/p-2/t15-,16-,17-,18-,19+,20+,21-,22-,23?,24?;;/m1../s1 |
InChI Key | SQQCWHCJRWYRLB-UHFFFAOYSA-N |
SMILES | C1=CC(=CC=C1NC(C(C(C(C(CO)O)O)O)O)S(=O)(=O)[O-])S(=O)(=O)C2=CC=C(C=C2)NC(C(C(C(C(CO)O)O)O)O)S(=O)(=O)[O-].[Na+].[Na+] |
Synonyms | glucosulfone, glucosulfone disodium, glucosulfone sodium, glucosulfone, disodium salt, Promin |
Canonical SMILES | C1=CC(=CC=C1NC(C(C(C(C(CO)O)O)O)O)S(=O)(=O)O)S(=O)(=O)C2=CC=C(C=C2)NC(C(C(C(C(CO)O)O)O)O)S(=O)(=O)O |
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