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Altretamine

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
MDL Number:
MFCD00549245
MOL File:
645-05-6.mol
MSDS File:
SDS
Last updated:2024-11-19 23:02:33

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)  GHS hazard pictograms
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

Global( 213)Suppliers
Supplier Tel Email Country ProdList Advantage
Hebei Mojin Biotechnology Co., Ltd
+86 13288715578 +8613288715578 sales@hbmojin.com China 12840 58
Anhui Ruihan Technology Co., Ltd
+8617756083858 daisy@anhuiruihan.com China 973 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21634 55
career henan chemical co
+86-0371-86658258 +8613203830695 sales@coreychem.com China 29882 58
Hubei Jusheng Technology Co.,Ltd.
18871490254 linda@hubeijusheng.com CHINA 28172 58
Hebei Weibang Biotechnology Co., Ltd
+8615531157085 abby@weibangbio.com China 8812 58
Hubei xin bonus chemical co. LTD
86-13657291602 linda@hubeijusheng.com CHINA 22963 58
Chongqing Chemdad Co., Ltd
+86-023-6139-8061 +86-86-13650506873 sales@chemdad.com China 39894 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 49374 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 32165 58

View Lastest Price from Altretamine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Altretamine pictures 2024-11-19 Altretamine
645-05-6
US $30.00-70.00 / mg 99.84% 10g TargetMol Chemicals Inc.
Altretamine pictures 2024-11-19 Altretamine
645-05-6
US $30.00-70.00 / mg 99.84% 10g TargetMol Chemicals Inc.
Altretamine pictures 2023-09-11 Altretamine
645-05-6
US $50.00 / kg 1kg 99% 10000tons Anhui Ruihan Technology Co., Ltd
  • Altretamine pictures
  • Altretamine
    645-05-6
  • US $30.00-70.00 / mg
  • 99.84%
  • TargetMol Chemicals Inc.
  • Altretamine pictures
  • Altretamine
    645-05-6
  • US $30.00-70.00 / mg
  • 99.84%
  • TargetMol Chemicals Inc.
  • Altretamine pictures
  • Altretamine
    645-05-6
  • US $50.00 / kg
  • 99%
  • Anhui Ruihan Technology Co., Ltd
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