IODOTHIOURACIL

US Previously Marketed

First approved in 1951

Details

Stereochemistry	ACHIRAL
Molecular Formula	C4H3IN2OS
Molecular Weight	254.049
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

IC1=CNC(=S)NC1=O

InChI

InChIKey=MYUHSNVSHMCUMD-UHFFFAOYSA-N

InChI=1S/C4H3IN2OS/c5-2-1-6-4(9)7-3(2)8/h1H,(H2,6,7,8,9)

HIDE SMILES / InChI

Molecular Formula	C4H3IN2OS
Molecular Weight	254.049
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/13126529 | https://www.ncbi.nlm.nih.gov/pubmed/14873770 | https://www.ncbi.nlm.nih.gov/pubmed/1422195

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

Primary Target	Pharmacology	Condition	Potency
melanin biosynthetic process from tyrosine 3 Target ID: GO:0006583 Sources: https://www.ncbi.nlm.nih.gov/pubmed/3723191	Substrate 661

Conditions

Condition	Modality	Targets	Highest Phase	Product
Hyperthyroidism 13 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17738589	Primary		Approved 8429	Itrumil Approved Use Itrumil is an antithyroid agent Launch Date 1951

Sourcing

Vendor/Aggregator	ID	URL
AK Scientific, Inc. (AKSCI)	8915AB	http://www.aksci.com/item_detail.php?cat=8915AB
Acadechem	ACDS-053862	http://www.acadechemical.com/product/128561
Achemo Scientific Limited	AC-94830	http://www.achemo.com/search/?Keyword=5984-97-4
Ambinter	Amb22002564	http://www.ambinter.com/reference/22002564
Aurora Fine Chemicals LLC	A13.111.999	http://online.aurorafinechemicals.com/info?ID=A13.111.999
BLD Pharm	BD134783	http://www.bldpharm.com/products/5984-97-4.html
ChemMol	99098388	http://www.chemmol.com/chemmol/99098388.html
Iodochem	ID1267	https://www.iodochem.com/product/5984-97-4
Matrix Scientific	99508	https://www.matrixscientific.com/099508.html
Sigma-Aldrich	CDS024939_ALDRICH	https://www.sigmaaldrich.com/catalog/product/aldrich/cds024939?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sinfoo Biotech	S038205	http://www.sinfoobiotech.com/product/1041603
Smolecule	S530743	http://www.smolecule.com/products/s530743
THE BioTek	bt-271791	https://www.thebiotek.com/product/inhibitors/bt-271791
eNovation Chemicals	D279989	https://www.enovationchem.com/ProductDetails.asp?ProductID=D279989

PubMed

Title	Date	PubMed
The antithyroid action of 5-iodothiouracil, 6-methyl-5-iodothiouracil, thiocytosine and (Ca) 4-n-propyl 6-oxypyrimidyl-2-mercaptoacetic acid.	1949 Sep	18139324
Therapeutic studies in hyperthyroidism: sodium 5-iodo-2-thiouracil.	1951 Sep	14873770
Iodothiouracil in treatment of toxic goitre.	1954 Feb 20	13126529
Potential radiopharmaceuticals for the detection of ocular melanoma. Part I. 5-iodo-2-thiouracil derivatives.	1983	6840126
Thioamides as false melanin precursors: studies in murine melanomas.	1983 Feb	6846022
Thyroid hormones stimulate the release of hepatic lipase from cultured rat hepatocytes.	1986 Feb	2422102
Radio-iodine-labelled 5-iodo-2-thiouracil: a potential radiopharmaceutical for establishing the viability of ocular melanoma after radiation therapy.	1986 Nov	3554049
A patient study with radioiodine labelled 5-iodo-2-thiouracil.	1988	3243315
Direct electrophilic iodination of 2-thiouracil using Iodo-Gen.	1989	2559065

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:13:14 GMT 2023` Edited by `admin` on `Fri Dec 15 16:13:14 GMT 2023`
Record UNII	61O17612T5
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

IODOTHIOURACIL

Official Name

English

Iodothiouracil [WHO-DD]

Common Name

English

IOTHIOURACIL

Common Name

English

5-IODO-2-THIOURACIL

Systematic Name

English

iodothiouracil [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C885