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Substance Name: Thioinosine [JAN]
RN: 574-25-4
UNII: 46S541971T
InChIKey: NKGPJODWTZCHGF-KQYNXXCUSA-N

Note

  • Sulfhydryl analog of INOSINE that inhibits nucleoside transport across erythrocyte plasma membranes, and has immunosuppressive properties. It has been used similarly to MERCAPTOPURINE in the treatment of leukemia. (From Martindale, The Extra Pharmacopoeia, 30th ed, p503)

Molecular Formula

  • C10-H12-N4-O4-S

Molecular Weight

  • 284.2948
 

Classification Codes

  • Antimetabolites
  • Antimetabolites, Antineoplastic
  • Antineoplastic Agents
  • Drug / Therapeutic Agent
  • Immunologic Factors
  • Immunosuppressive Agents
  • Mutation Data
  • Noxae
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Thioinosine
  • Thioinosine [JAN]

MeSH Heading

  • Thioinosine

Synonyms

  • 6-Mercapto-9beta-D-ribofuranosyl-9H-purine
  • 6-Mercaptoinosine
  • 6-Mercaptopurine 9beta-D-ribofuranoside
  • 6-Mercaptopurine ribonucleoside
  • 6-MP-Riboside
  • 6-MPR
  • 6-Thioinosine
  • 6-Thiopurine ribonucleoside
  • 6-Thiopurine riboside
  • 6H-Purine-6-thione, 1,9-dihydro-9-beta-D-ribofuranosyl-
  • 9-beta-D-Ribofuranosyl-9H-purine-6-thiol
  • 9H-Purine-6(1H)-thione, 9-beta-D-ribofuranosyl-
  • 9H-Purine-6-thiol, 9-beta-D-ribofuranosyl-
  • 9H-Purine-6-thiol, 9-beta-D-ribofuransoyl-
  • AI3-50220
  • CCRIS 2763
  • EINECS 209-371-5
  • Inosine, 6-thio-
  • Mercaptopurine riboside
  • NSC 4911
  • Ribosyl-6-thiopurine
  • Thioinosine
  • Thionosine
  • Tioinosine
  • UNII-46S541971T

Systematic Names

  • 6-Thioinosine
  • 9-beta-D-Ribofuranosyl-6-mercaptopurine
  • 9H-Purine-6(1H)-thione, 9-beta-D-ribofuranosyl- (8CI)
  • 9H-Purine-6-thiol, 9-beta-D-ribofuranosyl-
  • Inosine, 6-thio-
  • Thioinosine

Registry Numbers

CAS Registry Number

  • 574-25-4

FDA UNII

  • 46S541971T

Other Registry Number

  • 653-58-7

System Generated Number

  • 0000574254

Structure Descriptors

InChI

1S/C10H12N4O4S/c15-1-4-6(16)7(17)10(18-4)14-3-13-5-8(14)11-2-12-9(5)19/h2-4,6-7,10,15-17H,1H2,(H,11,12,19)/t4-,6-,7-,10-/m1/s1

InChIKey

NKGPJODWTZCHGF-KQYNXXCUSA-N

Smiles

c1nc2c(c(n1)S)ncn2[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 1270mg/kg (1270mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 4, Pg. 467, 1973.
mouse LD50 intravenous 1250mg/kg (1250mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 4, Pg. 467, 1973.
mouse LD50 oral > 8gm/kg (8000mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 4, Pg. 467, 1973.
mouse LD50 subcutaneous 1840mg/kg (1840mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 4, Pg. 467, 1973.
rat LD50 intraperitoneal 1240mg/kg (1240mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 4, Pg. 467, 1973.
rat LD50 intravenous 1gm/kg (1000mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 4, Pg. 467, 1973.
rat LD50 oral 900mg/kg (900mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 4, Pg. 467, 1973.
rat LD50 subcutaneous 1310mg/kg (1310mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 4, Pg. 467, 1973.