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Substance Name: Suramin
RN: 145-63-1
UNII: 6032D45BEM
InChIKey: FIAFUQMPZJWCLV-UHFFFAOYSA-N

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 Formula

  • C51-H40-N6-O23-S6

Molecular Weight

  • 1297.29
 

Classification Codes

  • Anthelmintics
  • Anti-Infective Agents
  • Antinematodal Agents
  • Antineoplastic Agents
  • Antiparasitic Agents
  • Antiprotozoal Agents
  • Drug / Therapeutic Agent
  • Human Data
  • Reproductive Effect
  • Trypanocidal Agents

Names and Synonyms

Name of Substance

  • Suramin

MeSH Heading

  • Suramin

Synonyms

  • 3-14-00-02267 (Beilstein Handbook Reference)
  • Belganyl
  • BRN 3230873
  • Carbanilide, 3,3'-bis((5-((4,6,8-trisulfo-1-naphthyl)carbamoyl)-o-tolyl)carbamoyl)-
  • EINECS 205-658-4
  • Farma
  • Farma 939
  • Fourneau
  • Harnstoff, symmetischer der 3-aminobenzoyl-3-amino-4-methylbenzoyl-1-naphthylamin-4,6,8-trisulfonsaeure
  • m,m'-Ureylen-bis-(8-(m-(benzamido)-p-toluamido)naphthalin-1,3,5-trisulfonsaeure)
  • Naganol
  • Naphuride
  • NSC 34936
  • Suramin
  • UNII-6032D45BEM

Systematic Names

  • 1,3,5-Naphthalenetrisulfonic acid, 8,8'-(carbonylbis(imino-3,1-phenylenecarbonylimino(4-methyl-3,1-phenylene)carbonylimino))bis-
  • 1,3,5-Naphthylenetrisulfonic acid, 8,8'-(ureylenebis(m-phenylenecarbonylimino(4-methyl-m-phenylene)carbonylimino))di-
  • 8,8'-(Carbonylbis(imino-3,1-phenylenecarbonylimino(4-methyl-3,1-phenylene)carbonylimino))bisnaphthalene-1,3,5-trisulphonic acid

Registry Numbers

CAS Registry Number

  • 145-63-1

FDA UNII

  • 6032D45BEM

Related Registry Number

  • 129-46-4 (hexa-hydrochloride salt)

System Generated Number

  • 0000145631

Structure Descriptors

InChI

1S/C51H40N6O23S6/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)

InChIKey

FIAFUQMPZJWCLV-UHFFFAOYSA-N

Smiles

c1c(cc(NC(=O)Nc2cccc(C(=O)Nc3cc(ccc3C)C(=O)Nc3ccc(c4c3c(cc(c4)S(=O)(=O)O)S(=O)(=O)O)S(=O)(=O)O)c2)cc1)C(Nc1c(ccc(C(Nc2ccc(c3c2c(cc(c3)S(=O)(=O)O)S(=O)(=O)O)S(=O)(O)=O)=O)c1)C)=O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man TDLo intravenous 46mg/kg/5W-I (46mg/kg) SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE New England Journal of Medicine. Vol. 314, Pg. 1455, 1986.
mouse LD50 intravenous 620mg/kg (620mg/kg) KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)" Advances in Pharmacology and Chemotherapy. Vol. 15, Pg. 289, 1978.