Altretamine

Title: Altretamine
CAS Registry Number: 645-05-6
CAS Name: N,N,N¢,N¢,N¢¢,N¢¢-Hexamethyl-1,3,5-triazine-2,4,6-triamine
Additional Names: 2,4,6-tris(dimethylamino)-s-triazine; hemel; hexamethylmelamine; HMM
Manufacturers' Codes: ENT-50852; NSC-13875
Trademarks: Hexalen (U.S. Bioscience); Hexastat (Bellon)
Molecular Formula: C9H18N6
Molecular Weight: 210.28
Percent Composition: C 51.41%, H 8.63%, N 39.97%
Literature References: An antitumor agent which also acts as a chemosterilant for male houseflies and other insects. Synthesis: A. W. Hofmann, Ber. 18, 2755 (1885); D. W. Kaiser et al., J. Am. Chem. Soc. 73, 2984 (1951); Y. Bessiere-Chretien, H. Serne, Bull. Soc. Chim. Fr. 6, 2039 (1973). Production process: H. von Brachel, H. Kindler, DE 1240870; eidem, US 3424752 (1967, 1969 both to Casella Farbwerke). Chemosterilant effect: S. C. Chang et al., Science 144, 57 (1964); A. De Milo et al., J. Econ. Entomol. 65, 1548 (1972). Chromatographic detn in plasma or serum: A. Hulshoff et al., J. Chromatogr. 181, 363 (1980). Disposition and metabolism in rabbits and humans: M. M. Ames et al., Cancer Res. 39, 5016 (1979). Evaluation in breast cancer: C. J. Fabian et al., Cancer Treat. Rep. 63, 1359 (1979); in ovarian cancer: J. T. Wharton et al., Am. J. Obstet. Gynecol. 133, 833 (1979). Mammalian toxicity study: R. L. Jasper et al., Fed. Proc. 24, 641 (1965). Toxicological studies in dogs and mice: D. C. Thake et al., Gov. Rep. Announce. Index (USA) 79, 92 (1979), C.A. 91, 168372a (1979). In vitro cytotoxicity study: M. D'Incalci et al., Br. J. Cancer 41, 630 (1980).
Properties: Needles from abs ethanol, mp 172-174°. uv max (ethanol): 226 nm (e 49400), H. J. Anderson et al., Can. J. Chem. 49, 2315 (1971). LD50 in rats, guinea pigs (mg/kg): 350, 255 orally (Jasper).
Melting point: mp 172-174°
Absorption maximum: uv max (ethanol): 226 nm (e 49400), H. J. Anderson et al., Can. J. Chem. 49, 2315 (1971)
Toxicity data: LD50 in rats, guinea pigs (mg/kg): 350, 255 orally (Jasper)
Use: As exptl insect chemosterilant.
Therap-Cat: Antineoplastic.
Keywords: Antineoplastic; Alkylating Agents; Ethylenimines and Methylmelamines.
Aluminon Aluminum Acetate Solution Aluminum Acetotartrate Aluminum Alkyls Aluminum Ammonium Sulfate

Altretamine
Altretamine Structural Formulae V.1.svg
Systematic (IUPAC) name
N2,N2,N4,N4,N6,N6-hexamethyl-1,3,5-triazine-2,4,6-triamine
Clinical data
AHFS/Drugs.com monograph
MedlinePlus a601200
Pregnancy cat. D (AU) D (US)
Legal status Prescription Only (S4) (AU) -only (CA) -only (US)
Pharmacokinetic data
Protein binding 94%
Half-life 4.7-10.2 hours
Identifiers
CAS number 645-05-6 YesY
ATC code L01XX03
PubChem CID 2123
DrugBank DB00488
ChemSpider 2038 YesY
UNII Q8BIH59O7H YesY
KEGG D02841 YesY
ChEBI CHEBI:24564 YesY
ChEMBL CHEMBL1455 YesY
Chemical data
Formula C9H18N6 
Mol. mass 210.28 g/mol
 YesY (what is this?)  (verify)

Altretamine (also hexalen) is an antineoplastic agent. It was approved by the FDA in 1990.