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Altretamine

Altretamine Structure
CAS No.
645-05-6
Chemical Name:
Altretamine
Synonyms
HMM;HTM;Hemel;NC 195;Hexylen;Hexalen;RB-1515;ent50852;Hexastat;nsc13875
CBNumber:
CB9480937
Molecular Formula:
C9H18N6
Molecular Weight:
210.28
MOL File:
645-05-6.mol
MSDS File:
SDS
Modify Date:
2023/9/11 16:43:46

Altretamine Properties

Melting point 171-175 °C (lit.)
Boiling point 339.81°C (rough estimate)
Density 1.0441 (rough estimate)
refractive index 1.6100 (estimate)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility Chloroform (Sparingly), Methanol (Slightly, Heated)
form solid
pka pKa 10.3 (Uncertain)
color White to Off-White
Water Solubility Insoluble
Merck 13,318
CAS DataBase Reference 645-05-6(CAS DataBase Reference)
NIST Chemistry Reference Altretamine(645-05-6)
EPA Substance Registry System Altretamine (645-05-6)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P264-P270-P301+P312-P302+P352-P305+P351+P338
Hazard Codes  Xn
Risk Statements  22-36/37/38
Safety Statements  26-36
WGK Germany  3
RTECS  OS1050000
HS Code  2933690000
Toxicity LD50 in rats, guinea pigs (mg/kg): 350, 255 orally (Jasper)
NFPA 704
0
2 0

Altretamine price More Price(2)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) PHR2343 Altretamine Pharmaceutical Secondary Standard; Certified Reference Material 645-05-6 1G ₹16508.13 2022-06-14 Buy
Sigma-Aldrich(India) 549835 2,4,6-Tris(dimethylamino)-1,3,5-triazine 96% 645-05-6 25G ₹28090.88 2022-06-14 Buy
Product number Packaging Price Buy
PHR2343 1G ₹16508.13 Buy
549835 25G ₹28090.88 Buy

Altretamine Chemical Properties,Uses,Production

Chemical Properties

White Solid

Uses

An antitumor agent which also acts as a chemosterilant for male houseflies and other insects. Antineoplastic.

Indications

Although both DNA and RNA synthesis are inhibited in cells exposed to hexamethylmelamine (Hexalen), the molecular mechanisms of these effects are not known.

Definition

A hexamethyl-2,4,6- triamine derivative of 1,3,5-triazine.

General Description

Altretamine is available in 50-mg capsules for oraladministration as a second-line treatment for ovarian cancer.The mechanism of action has not been firmly established, althoughthe spectrum of activity is similar to that for otheralkylating agents; however, cross-resistance is not seen.Cytotoxicity has been correlated with metabolism to give thecarbinolamines, which may form imines capable of crosslinking,or decompose to give formaldehyde, which may reactwith nucleophiles on DNA or proteins. The agent is well absorbedupon oral administration, well distributed, and highly(90%) plasma protein bound. The agent is extensively metabolizedin the liver by CYP to give demethylated metabolites via the previously mentioned carbinolamines. Elimination occursprimarily in the urine as mostly demethylated metaboliteswith a terminal elimination half-life of 4 to 10 hours.Myleosuppression and nausea/vomiting are dose-limitingtoxicities. Other adverse effects include lethargy, agitation,hallucinations, skin rash, and elevations in transaminase levels,flulike symptoms, abdominal cramps, and diarrhea.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Altretamine neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.

Hazard

Toxic.

Mechanism of action

Hexamethylmelamine is readily absorbed after oral administration, with peak plasma levels achieved after 1 hour.The drug is readily metabolized to form a number of demethylated metabolites. Urinary elimination is the primary route of drug excretion.

Clinical Use

Hexamethylmelamine is useful for the treatment of ovarian adenocarcinoma and is frequently combined with cyclophosphamide, cisplatin, and doxorubicin in the treatment of this tumor. It also has some activity against small cell lung cancer.

Side effects

Nausea and vomiting are the major toxicities associated with hexamethylmelamine administration. Myelosuppression and a peripheral neuropathy also may occur.

Metabolism

This unique structure is believed to damage tumor cells through the production of the weakly alkylating species formaldehyde, a product of CYP450-mediated N-demethylation. Administered orally, altretamine is extensively metabolized on first pass, producing primarily mono- and didemethylated metabolites. Additional demethylation reactions occur in tumor cells, releasing formaldehyde in situ before the drug is excreted in the urine.

Altretamine Preparation Products And Raw materials

Global( 211)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
Pharmaffiliates Analytics and Synthetics P. Ltd +91-172-5066494 Haryana, India 6773 58 Inquiry
A.J Chemicals 91-9810153283 New Delhi, India 6124 58 Inquiry
CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6351 58 Inquiry
Pharma Affiliates 172-5066494 Haryana, India 6761 58 Inquiry
Ayon PharmaChem 91-22-28638348 Maharashtra, India 303 58 Inquiry
Hebei Mojin Biotechnology Co., Ltd +8613288715578 China 12452 58 Inquiry
Henan Tianfu Chemical Co.,Ltd. +86-0371-55170693 +86-19937530512 China 21669 55 Inquiry
career henan chemical co +86-0371-86658258 +8613203830695 China 29896 58 Inquiry
Hebei Guanlang Biotechnology Co., Ltd. +86-19930503282 China 8822 58 Inquiry
Chongqing Chemdad Co., Ltd +86-023-6139-8061 +86-86-13650506873 China 39916 58 Inquiry
2,4,6-Tris(dimethylamino)-1,3,5-triazine 96% 1,3,5-Triazine-2,4,6-triamine, N,N,N',N',N'',N''-hexamethyl- 1,3,5-tris(dimethylamino)-s-triazine 2,4,6-tris(dimethylamino)-s-triazin 2,4,6-Tris(Dimethylamino)-s-triazine 5-triazine-2,4,6-triamine,n,n,n’,n’,n’’,n’’-hexamethyl-3 HEXAMETHYLMELAMINE Altretamine, >=99% 2,4,6-TRIS(DIMETHYLAMINO)-1,3,5-TRIAZINE ALTRETAMIN ALTRETAMINE N,N,N',N',N'',N''-HEXAMETHYL-1,3,5-TRIAZINE-2,4,6-TRIAMINE ALTRETAMINE [2,4,6-TRIS(DIMETHYLAMINO)-1,3,5-TRIAZINE] ALTRETAMINE, Hexamethylmelamine [4,6-bis(dimethylamino)-s-triazin-2-yl]-dimethyl-amine 2-N,2-N,4-N,4-N,6-N,6-N-hexamethyl-1,3,5-triazine-2,4,6-triamine N2,N2,N4,N4,N6,N6-hexamethyl-1,3,5-triazine-2,4,6-triamine 6-Tris(diMethylaMino)-1 AltretaMine [2 AltretaMine, USP Altretamine (500 mg) AltretaMine(Hexalen) Hexylen Aitretamine ENT 50852 ENT050852 ent50852 Hemel Hexalen hexamethyl-melamin Hexastat HMM HTM Melamine, hexamethyl- melamine,hexamethyl- NC 195 NCI-C50259 NSC 13875 nsc13875 NSC-13875 s-Triazine, 2,4,6-tris(dimethylamino)- RB-1515 WR-95704 Altretamine (RB-1515,WR-95704) 1,3,5-Triazine-2,4,6-triamine, N2,N2,N4,N4,N6,N6-hexamethyl- Altretamine USP/EP/BP Altretamine (ENT-50852) Altretamine (1017105) HSDB 1402 Hexamethylmelamine|||NSC13875|||RB-1515|||ENT-50852|||WR-95704 645-05-6 C9H18N6 C9H24N6 Heterocyclic Building Blocks DNA Intercalators and Crosslinkers DNA metabolism Triazines Building Blocks