Altretamine | 645-05-6

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)
EWG's Food Scores	2
NCI Dictionary of Cancer Terms	altretamine
FDA UNII	Q8BIH59O7H
NCI Drug Dictionary	altretamine
ATC code	L01XX03
Proposition 65 List	Altretamine
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(33)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	PHR2343	Altretamine Pharmaceutical Secondary Standard; Certified Reference Material	645-05-6	1G	$194	2024-03-01	Buy
Sigma-Aldrich	549835	2,4,6-Tris(dimethylamino)-1,3,5-triazine 96%	645-05-6	25g	$432	2024-03-01	Buy
Sigma-Aldrich	1017105	Altretamine United States Pharmacopeia (USP) Reference Standard	645-05-6	500mg	$174.4	2024-03-01	Buy
Cayman Chemical	23662	Altretamine ≥98%	645-05-6	50mg	$44	2024-03-01	Buy
Cayman Chemical	23662	Altretamine ≥98%	645-05-6	100mg	$78	2024-03-01	Buy

Product number	Packaging	Price	Buy
PHR2343	1G	$194	Buy
549835	25g	$432	Buy
1017105	500mg	$174.4	Buy
23662	50mg	$44	Buy
23662	100mg	$78	Buy

Altretamine Chemical Properties,Uses,Production

Chemical Properties

White Solid

Originator

Hexastat,Roger Bellon,France,1979

Uses

As experimental insect chemosterilant.

Uses

antimalarial

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.

Manufacturing Process

50 g of hexamethylolmelamine-hexamethyl ether in 950 cc methanol are hydrogenated, at 90°C to 100°C, in the presence of 2 g Raney nickel with 100 atmospheres excess pressure of hydrogen in a steel autoclave holding 2 L until the absorption of hydrogen is terminated. After the catalyst has been filtered off with suction, the methanol is distilled off. As a result, 23.1 g (86% of the theoretical) of crude hexamethylmelamine are formed having a melting point of 158°C to 162°C. After recrystallization from methanol, the pure product is obtained having a melting point of 168°C.

brand name

Hexalen (Millot Laboratories, France).

Therapeutic Function

Antitumor

General Description

Colorless crystalline solid. Insoluble in water.

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

Raw materials

Dimethylamine Cyanuric chloride Hydrogen 2,4,6-TRIS[BIS(METHOXYMETHYL)AMINO]-1,3,5-TRIAZINE

Preparation Products

Altretamine Suppliers

Global( 208)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Hebei Mojin Biotechnology Co., Ltd	+8613288715578	sales@hbmojin.com	China	12457	58
Anhui Ruihan Technology Co., Ltd	+8617756083858	daisy@anhuiruihan.com	China	994	58
Henan Tianfu Chemical Co.,Ltd.	+86-0371-55170693 +86-19937530512	info@tianfuchem.com	China	21695	55
career henan chemical co	+86-0371-86658258	sales@coreychem.com	China	29914	58
Hubei Jusheng Technology Co.,Ltd.	18871490254	linda@hubeijusheng.com	CHINA	28180	58
Hebei Guanlang Biotechnology Co., Ltd.	+86-19930503282	alice@crovellbio.com	China	8823	58
Hubei xin bonus chemical co. LTD	86-13657291602	linda@hubeijusheng.com	CHINA	22968	58
Chongqing Chemdad Co., Ltd	+86-023-61398051 +8613650506873	sales@chemdad.com	China	39916	58
CONIER CHEM AND PHARMA LIMITED	+8618523575427	sales@conier.com	China	47465	58
TargetMol Chemicals Inc.	+1-781-999-5354 +1-00000000000	marketing@targetmol.com	United States	19892	58

Supplier	Advantage
Hebei Mojin Biotechnology Co., Ltd	58
Anhui Ruihan Technology Co., Ltd	58
Henan Tianfu Chemical Co.,Ltd.	55
career henan chemical co	58
Hubei Jusheng Technology Co.,Ltd.	58
Hebei Guanlang Biotechnology Co., Ltd.	58
Hubei xin bonus chemical co. LTD	58
Chongqing Chemdad Co., Ltd	58
CONIER CHEM AND PHARMA LIMITED	58
TargetMol Chemicals Inc.	58

View Lastest Price from Altretamine manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2023-09-11	Altretamine 645-05-6	US $50.00 / kg	1kg	99%	10000tons	Anhui Ruihan Technology Co., Ltd
2023-08-29	Altretamine 645-05-6	US $0.00 / KG	1KG	99%	50000KG/month	Hebei Mojin Biotechnology Co., Ltd
2021-08-14	Altretamine 645-05-6	US $27.00 / KG	1g	99.9%	500000kgs	Shijiazhuang tongyang Import and Export Co., LTD

Altretamine
645-05-6
US $50.00 / kg
99%
Anhui Ruihan Technology Co., Ltd

Altretamine
645-05-6
US $0.00 / KG
99%
Hebei Mojin Biotechnology Co., Ltd

Altretamine
645-05-6
US $27.00 / KG
99.9%
Shijiazhuang tongyang Import and Export Co., LTD

Altretamine Spectrum

Altretamine(645-05-6)¹HNMR Altretamine(645-05-6)IR

645-05-6(Altretamine)Related Search:

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1,3,5-Triazine Tris(hydroxymethyl)aminomethane 3-Dimethylaminopropylamine 4-Dimethylaminobenzoic acid 4-Dimethylaminopyridine

2,4,6-TRIS[BIS(METHOXYMETHYL)AMINO]-1,3,5-TRIAZINE Hexamethylolmelamine Chimassorb 119 2-Dimethylaminoethanol Melamine

Cyanamide TRIETHYLENEMELAMINE 2-PIPERAZIN-1-YL-4,6-DIPYRROLIDIN-1-YL-1,3,5-TRIAZINE

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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 645-05-6 C9H18N6 C9H24N6 Heterocyclic Building Blocks DNA Intercalators and Crosslinkers DNA metabolism Triazines Building Blocks BioChemical