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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

Quality Level

100

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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Nina Keldsen et al.
Gynecologic oncology, 88(2), 118-122 (2003-02-15)
To evaluate the activity of oral Altretamine in women with epithelial ovarian carcinoma who responded (PR or CR) to first line chemotherapy but relapsed within 6 months. The protocol was later amended to include patients with relapse within 12 months.
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
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.
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