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549835

Sigma-Aldrich

2,4,6-Tris(dimethylamino)-1,3,5-triazine

96%

Synonym(s):

Altretamine, Hexamethylmelamine

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About This Item

Empirical Formula (Hill Notation):
C9H18N6
CAS Number:
645-05-6
Molecular Weight:
210.28
EC Number:
211-428-4
MDL number:
MFCD00549245
UNSPSC Code:
12352100
PubChem Substance ID:
24874728
NACRES:
NA.22

Assay

96%

mp

171-175 °C (lit.)

SMILES string

CN(C)c1nc(nc(n1)N(C)C)N(C)C

InChI

1S/C9H18N6/c1-13(2)7-10-8(14(3)4)12-9(11-7)15(5)6/h1-6H3

InChI key

UUVWYPNAQBNQJQ-UHFFFAOYSA-N

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General description

2,4,6-Tris(dimethylamino)-1,3,5-triazine exhibits antitumor activity.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Triazines and related products. Part 26. Synthesis and chemistry of bicyclic analogues of the antitumour drug 2, 4, 6-tris (dimethylamino)-1, 3, 5-triazine (hexamethylmelamine).
Langdon SP, et al.
Journal of the Chemical Society. Perkin Transactions 1, 993-998 (1984)
Peter Dornan et al.
Chemical communications (Cambridge, England), (31)(31), 3645-3647 (2008-07-31)
A novel method for the cyclotrimerization of dimethylcyanamide to form hexamethylmelamine has been developed using an aluminium amide catalyst; detailed DFT modelling of the catalytic cycle supports a triple insertion, nucleophilic ring closure, deinsertion mechanism.
R T Zon et al.
Investigational new drugs, 19(3), 229-231 (2001-09-20)
Thirty patients with advanced renal cell carcinoma were treated on a phase 11 trial with altretamine. Altretamine was administered orally at a dosage of 260 mg/m2 days 1 through 14 with cycles repeated every 28 days. Nausea and vomiting were
D S Alberts et al.
International journal of gynecological cancer : official journal of the International Gynecological Cancer Society, 14(2), 224-228 (2004-04-17)
This report provides follow-up progression-free survival (PFS) and median survival data for women who achieved clinical complete remission (cCR) from stage III ovarian cancer after first-line therapy and were treated with altretamine consolidation therapy. Patients who enrolled in the SWOG
M Hariharan et al.
Journal of microencapsulation, 19(1), 95-109 (2002-01-29)
Biodegradable poly(D,L-lactic acid) (PLA) microspheres containing hexamethylmelamine (HMM) were developed for potential use in chemoembolization and intraperitoneal implantation. The emulsion-solvent-evaporation/extraction method was used to prepare 15 formulations with different drug/polymer ratios, solvent compositions and emulsifer concentrations in the continuous aqueous
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