TRIETHYLENEMELAMINE

US Previously Marketed

First approved in 1953

Details

Stereochemistry	ACHIRAL
Molecular Formula	C9H12N6
Molecular Weight	204.2318
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C1CN1C2=NC(=NC(=N2)N3CC3)N4CC4

InChI

InChIKey=IUCJMVBFZDHPDX-UHFFFAOYSA-N

InChI=1S/C9H12N6/c1-2-13(1)7-10-8(14-3-4-14)12-9(11-7)15-5-6-15/h1-6H2

HIDE SMILES / InChI

Molecular Formula	C9H12N6
Molecular Weight	204.2318
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/mesh/68014265 | https://www.ncbi.nlm.nih.gov/pubmed/565312 | https://www.ncbi.nlm.nih.gov/pubmed/14934758

TRIETHYLENEMELAMINE, an aziridine derivative, is an alkylating agent with antineoplastic properties. Formerly it was used in the palliative treatment of the lymphomas and leukemias. Now it is used as a research tool to produce chromosome aberrations and cancers.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
DNA 282 Target ID: CHEMBL2311221 Sources: https://ncit.nci.nih.gov/ncitbrowser/ConceptReport.jsp?dictionary=NCI_Thesaurus&ns=NCI_Thesaurus&code=C29858	Inhibitor 8504

Conditions

Condition	Modality	Targets	Highest Phase	Product
Cancer 609 Sources: http://www.drugfuture.com/chemdata/triethylenemelamine.html https://www.ncbi.nlm.nih.gov/pubmed/14934758	Primary		Approved 8583	Tretamine Approved Use Antineoplastic. Launch Date 1954

Doses

Dose	Population	Adverse events
5 mg 1 times / day multiple, oral Dose: 5 mg, 1 times / day Route: oral Route: multiple Dose: 5 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/13032924	unhealthy, 41 - 70 years Health Status: unhealthy Age Group: 41 - 70 years Sex: M+F Sources: https://pubmed.ncbi.nlm.nih.gov/13032924	Disc. AE: Nausea, Vomiting... AEs leading to discontinuation/dose reduction: Nausea (severe, 1 patient) Vomiting (severe, 1 patient) Sources: https://pubmed.ncbi.nlm.nih.gov/13032924

AEs

AE	Significance	Dose	Population
Nausea	severe, 1 patient Disc. AE	5 mg 1 times / day multiple, oral Dose: 5 mg, 1 times / day Route: oral Route: multiple Dose: 5 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/13032924	unhealthy, 41 - 70 years Health Status: unhealthy Age Group: 41 - 70 years Sex: M+F Sources: https://pubmed.ncbi.nlm.nih.gov/13032924
Vomiting	severe, 1 patient Disc. AE	5 mg 1 times / day multiple, oral Dose: 5 mg, 1 times / day Route: oral Route: multiple Dose: 5 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/13032924	unhealthy, 41 - 70 years Health Status: unhealthy Age Group: 41 - 70 years Sex: M+F Sources: https://pubmed.ncbi.nlm.nih.gov/13032924

Sourcing

Vendor/Aggregator	ID	URL
3B Scientific (Wuhan) Corp	3B3-056980	http://www.3bsc.com/index/pro_info.php?id=95515
Alfa Chemistry	51-18-3	https://www.alfa-chemistry.com/cas_51-18-3.htm
Ambinter	Amb2230427	http://www.ambinter.com/reference/2230427
Aurora Fine Chemicals LLC	A17.949.874	http://online.aurorafinechemicals.com/info?ID=A17.949.874
ChemMol	51504702	http://www.chemmol.com/chemmol/51504702.html
eNovation Chemicals	D372737	http://www.enovationchem.com/productDetails.asp?productID=D372737
iChemical	EBD45611	http://www.ichemical.com/chemicals/cas-51-18-3
mcule	MCULE-8424616595	https://mcule.com/MCULE-8424616595/
Smolecule	S596908	https://www.smolecule.com/products/s596908
Synchem UG and Co KG	69961	http://www.synchem.de/chemical_Triethylenemelamine.html

PubMed

Title	Date	PubMed
Environmental exposure of the mouse germ line: DNA adducts in spermatozoa and formation of de novo mutations during spermatogenesis.	2010-06-28	20596530
A new alkaloid isolated from Abies webbiana leaf.	2010-05	21808564
Capture of carbon dioxide by amine-impregnated as-synthesized MCM-41.	2010	21235186
Visual fields in retinoblastoma survivors.	2004-09	15364711
Nonocular second primary tumors after retinoblastoma: retrospective study of 111 patients treated by electron beam radiotherapy with or without TEM.	2004-08	15289737
Radiation- and chemical-induced structural chromosome aberrations in human spermatozoa.	2002-07-25	12106658

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:28:35 GMT 2025` Edited by `admin` on `Mon Mar 31 18:28:35 GMT 2025`
Record UNII	F7IY6HZG9D
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

TRETAMINE

Preferred Name

English

TRIETHYLENEMELAMINE

Common Name

English

2,4,6-TRIS(1-AZIRIDINYL)-S-TRIAZINE

Common Name

English

2,4,6-TRIS(1-AZIRIDINYL)-S-TRIAZINE [IARC]

Common Name

English

Tretamine [WHO-DD]

Common Name

English

TRIETHYLENE MELAMINE

Common Name

English

2,4,6-TRIS(1-AZIRIDINYL)-1,3,5-TRIAZINE

Systematic Name

English

TRIETHYLENEMELAMINE [MI]

Common Name

English

TRETAMINE [MART.]

Common Name

English

1,3,5-TRIAZINE, 2,4,6-TRIS(1-AZIRIDINYL)-.

Common Name

English

2,4,6-TRI(AZIRIDIN-1-YL)-1,3,5-TRIAZINE

Systematic Name

English

TRIETHYLENEMELAMINE [HSDB]

Common Name

English

tretamine [INN]

Common Name

English

NSC-9706

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C292