U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C4H2IN2OS.Na
Molecular Weight 276.031
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of IOTHIOURACIL SODIUM

SMILES

[Na+].IC1=CNC(=S)[N-]C1=O

InChI

InChIKey=IOCJWKUNNXDZIX-UHFFFAOYSA-M
InChI=1S/C4H3IN2OS.Na/c5-2-1-6-4(9)7-3(2)8;/h1H,(H2,6,7,8,9);/q;+1/p-1

HIDE SMILES / InChI
IOTHIOURACIL, in a form of sodium salt, was used as an antithyroid agent in the treatment of hyperthyroidism. It is selectively incorporated into the melanin pigment of melanomas during biosynthesis by serving as false melanin precursors. Radiolabelled (125I) IOTHIOURACIL may be used as a radiopharmaceutical for diagnosis and therapy of melanotic melanomas.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Itrumil

Approved Use

Itrumil is an antithyroid agent

Launch Date

1951
PubMed

PubMed

TitleDatePubMed
The antithyroid action of 5-iodothiouracil, 6-methyl-5-iodothiouracil, thiocytosine and (Ca) 4-n-propyl 6-oxypyrimidyl-2-mercaptoacetic acid.
1949 Sep
Iodothiouracil in treatment of toxic goitre.
1954 Feb 20
Thioamides as false melanin precursors: studies in murine melanomas.
1983 Feb
Radio-iodine-labelled 5-iodo-2-thiouracil: a potential radiopharmaceutical for establishing the viability of ocular melanoma after radiation therapy.
1986 Nov
Direct electrophilic iodination of 2-thiouracil using Iodo-Gen.
1989
Name Type Language
IOTHIOURACIL SODIUM
Common Name English
Iodothiouracil sodium [WHO-DD]
Common Name English
ITRUMIL SODIUM
Brand Name English
SODIUM IOTHIOURACIL
Common Name English
URACIL, 5-IODO-2-THIO-, SODIUM SALT
Common Name English
IODOTHIOURACIL SODIUM
WHO-DD  
Systematic Name English
4(1H)-PYRIMIDINONE, 2,3-DIHYDRO-5-IODO-2-THIOXO-, MONOSODIUM SALT
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C885
Created by admin on Fri Dec 15 18:41:41 GMT 2023 , Edited by admin on Fri Dec 15 18:41:41 GMT 2023
Code System Code Type Description
CAS
3565-15-9
Created by admin on Fri Dec 15 18:41:41 GMT 2023 , Edited by admin on Fri Dec 15 18:41:41 GMT 2023
PRIMARY
EVMPD
SUB02744MIG
Created by admin on Fri Dec 15 18:41:41 GMT 2023 , Edited by admin on Fri Dec 15 18:41:41 GMT 2023
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FDA UNII
Y3779XL39I
Created by admin on Fri Dec 15 18:41:41 GMT 2023 , Edited by admin on Fri Dec 15 18:41:41 GMT 2023
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MESH
C036667
Created by admin on Fri Dec 15 18:41:41 GMT 2023 , Edited by admin on Fri Dec 15 18:41:41 GMT 2023
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SMS_ID
100000086428
Created by admin on Fri Dec 15 18:41:41 GMT 2023 , Edited by admin on Fri Dec 15 18:41:41 GMT 2023
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EPA CompTox
DTXSID70957037
Created by admin on Fri Dec 15 18:41:41 GMT 2023 , Edited by admin on Fri Dec 15 18:41:41 GMT 2023
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NCI_THESAURUS
C76013
Created by admin on Fri Dec 15 18:41:41 GMT 2023 , Edited by admin on Fri Dec 15 18:41:41 GMT 2023
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PUBCHEM
23706593
Created by admin on Fri Dec 15 18:41:41 GMT 2023 , Edited by admin on Fri Dec 15 18:41:41 GMT 2023
PRIMARY