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suramin

Structure via PubChem · Public domain (PubChem)

EntityQ425946· pop 23· linked from 512 articles

Also known as CI-1003, suramine, 8,8'-[CARBONYLBIS[imino-3,1-phenylenecarbonylimino(4-methyl-3,1-phenylene)carbonylimino]]bis-1,3,5-naphthalenetrisulfonic acid, Naganol, Suramine, Belganyl, Naphuride

Suramin is a medication used to treat African sleeping sickness and river blindness. It is the treatment of choice for sleeping sickness without central nervous system involvement. It is given by injection into a vein.

Chemical data

Formula
C51H40N6O23S6
Molecular weight
1297.3 g/mol
IUPAC name
5-(hydroxy-oxo-oxoniumylidene-lambda6-sulfanyl)-4-[[3-[[3-[[3-[[5-[[8-(hydroxy-oxo-oxoniumylidene-lambda6-sulfanyl)-6-sulfo-4-sulfonatonaphthalen-1-yl]carbamoyl]-2-methylphenyl]carbamoyl]phenyl]carbamoylamino]benzoyl]amino]-4-methylbenzoyl]amino]-7-sulfonaphthalene-1-sulfonate
SMILES
CC1=C(C=C(C=C1)C(=O)NC2=C3C(=CC(=CC3=C(C=C2)S(=O)(=O)[O-])S(=[OH+])(=O)[O-])S(=[OH+])(=O)O)NC(=O)C4=CC(=CC=C4)NC(=O)NC5=CC=CC(=C5)C(=O)NC6=C(C=CC(=C6)C(=O)NC7=C8C(=CC(=CC8=C(C=C7)S(=O)(=O)[O-])S(=[OH+])(=O)[O-])S(=[OH+])(=O)O)C
InChIKey
FIAFUQMPZJWCLV-UHFFFAOYSA-N
XLogP
1.9
Polar surface area
481 Ų
H-bond donors
12
H-bond acceptors
19
Formal charge
0

via PubChem

Research

4,808 papers

via PubMed

Wikidata facts

Mass
1296.047
Image
Original free sample of Bayer 205, suramin powder, Germany, Wellcome L0059013.jpg
Show 3 more facts
chemical formula
C₅₁H₄₀N₆O₂₃S₆
canonical SMILES
CC1=C(C=C(C=C1)C(=O)NC2=C3C(=CC(=CC3=C(C=C2)S(=O)(=O)O)S(=O)(=O)O)S(=O)(=O)O)NC(=O)C4=CC(=CC=C4)NC(=O)NC5=CC=CC(=C5)C(=O)NC6=C(C=CC(=C6)C(=O)NC7=C8C(=CC(=CC8=C(C=C7)S(=O)(=O)O)S(=O)(=O)O)S(=O)(=O)O)C
Commons category
Suramin
Sources (3)

via Wikidata · CC0

~9 min read

Article

12 sections
Contents
  • Medical uses
  • Pregnancy and breastfeeding
  • Adverse reactions
  • Pharmacology
  • Pharmacokinetics
  • Mechanism of action
  • Chemistry
  • History
  • Research
  • References
  • Further reading
  • External links

{{Drugbox | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 411355479 | image = Suramin 2D skeletal.svg | image_class = skin-invert-image | width = 360 | alt = | image2 = Suramin ball-and-stick 2H9T.png | image_class2 = bg-transparent | alt2 =

| tradename = Antrypol, 309 Fourneau, Bayer 205, others | Drugs.com = | pregnancy_category = | routes_of_administration = by injection only | ATC_prefix = P01 | ATC_suffix = CX02 | ATC_supplemental =

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