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Substance Name: Suramin Hexasodium [USAN]
RN: 129-46-4
UNII: 89521262IH
InChIKey: VAPNKLKDKUDFHK-UHFFFAOYSA-H

Note

  • A polyanionic compound with an unknown mechanism of action. It is used parenterally in the treatment of African trypanosomiasis and it has been used clinically with diethylcarbamazine to kill the adult Onchocerca. (From AMA Drug Evaluations Annual, 1992, p1643) It has also been shown to have potent antineoplastic properties.

Molecular Formulas

  • C51-H34-N6-Na6-O23-S6
  • C51-H34-N6-O23-S6.6Na
  • C51-H40-N6-O23-S6.6Na

Molecular Weight

  • 1429.18
 

Classification Codes

  • Antineoplastic
  • Drug / Therapeutic Agent
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Names and Synonyms

Name of Substance

  • Suramin Hexasodium [USAN]
  • Suramin sodium [INN]

MeSH Heading

  • Suramin

Synonyms

  • 1,3,5-Naphthalenetrisulfonic acid, 8,8'-(carbonylbis(imino-3,1-phenylenecarbonylimino(4-methyl-3,1-phenylene)carbonylimino))bis-, hexasodium salt
  • 1-(3-Benzamido-4-methylbenzamido)naphthalene-4,6,8-trisulfonic acid sym-3''-urea sodium salt
  • 309 F
  • Antrypol
  • BAY 205
  • Bayer 205
  • CI 1003
  • CI-1003
  • EINECS 204-949-3
  • Fourneau 309
  • Germanin
  • Hexasodium 8,8'-(ureylenebis(m-phenylenecarbonylimino(4-methyl-m-phenylene)carbonylimino))di-1,3,5-naphthalenetrisulfonate
  • Moranyl
  • Naganin
  • Naganine
  • Naganinum
  • Naganol
  • Naphuride sodium
  • NF 060
  • NF060
  • NSC 34936
  • SK 24728
  • Sodium suramin
  • Suramin Hexasodium
  • Suramin sodium
  • Suramina sodica
  • Suramina sodica [INN-Spanish]
  • Suramine sodique
  • Suramine sodique [INN-French]
  • Suramine sodium
  • Suraminum natricum
  • Suraminum natricum [INN-Latin]
  • UNII-89521262IH

Systematic Names

  • 1,3,5-Naphthalenetrisulfonic acid, 8,8'-(carbonylbis(imino-3,1-phenylenecarbonylimino(4-methyl-3,1-phenylene)carbonylimino))bis-, hexasodium salt (9CI)
  • 1,3,5-Naphthylenetrisulfonic acid, 8,8'-(ureylenebis(m-phenylenecarbonylimino(4-methyl-m-phenylene)carbonylimino))di-, hexasodium salt
  • Suramin sodium

Registry Numbers

CAS Registry Number

  • 129-46-4

FDA UNII

  • 89521262IH

Other Registry Number

  • 90586-65-5

Related Registry Number

  • 145-63-1 (Parent)

System Generated Number

  • 0000129464

Molecular Formulas

Molecular Formulas

  • C51-H34-N6-Na6-O23-S6
  • C51-H34-N6-O23-S6.6Na
  • C51-H40-N6-O23-S6.6Na

Molecular Formula Fragments

  • C51-H34-N6-O23-S6
  • C51-H40-N6-O23-S6
  • COMPONENT
  • Na

Structure Descriptors

InChI

1S/C51H40N6O23S6.6Na/c1-25-9-11-29(49(60)54-37-13-15-41(83(69,70)71)35-21-33(81(63,64)65)23-43(45(35)37)85(75,76)77)19-39(25)56-47(58)27-5-3-7-31(17-27)52-51(62)53-32-8-4-6-28(18-32)48(59)57-40-20-30(12-10-26(40)2)50(61)55-38-14-16-42(84(72,73)74)36-22-34(82(66,67)68)24-44(46(36)38)86(78,79)80;;;;;;/h3-24H,1-2H3,(H,54,60)(H,55,61)(H,56,58)(H,57,59)(H2,52,53,62)(H,63,64,65)(H,66,67,68)(H,69,70,71)(H,72,73,74)(H,75,76,77)(H,78,79,80);;;;;;/q;6*+1/p-6

InChIKey

VAPNKLKDKUDFHK-UHFFFAOYSA-H

Smiles

[Na+].[Na+].[Na+].[Na+].[Na+].c1c(C(Nc2c(ccc(C(Nc3ccc(c4c3c(cc(c4)S(=O)(=O)[O-])S(=O)(=O)[O-])S(=O)([O-])=O)=O)c2)C)=O)cc(NC(=O)Nc2cccc(C(=O)Nc3cc(ccc3C)C(Nc3c4c(c(cc3)S(=O)(=O)[O-])cc(cc4S(=O)(=O)[O-])S(=O)(=O)[O-])=O)c2)cc1.[Na+]

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 750mg/kg (750mg/kg)   Biochemical and Biophysical Research Communications. Vol. 136, Pg. 64, 1986.
mouse LD50 intravenous 620mg/kg (620mg/kg)   "Merck Index; an Encyclopedia of Chemicals, Drugs, and Biologicals", 11th ed., Rahway, NJ 07065, Merck & Co., Inc. 1989Vol. 11, Pg. 1423, 1989.