Altretamine
- Product Name
- Altretamine
- CAS No.
- 645-05-6
- Chemical Name
- Altretamine
- Synonyms
- HMM;HTM;Hemel;NC 195;RB-1515;Hexylen;Hexalen;WR-95704;ent50852;Hexastat
- CBNumber
- CB9480937
- Molecular Formula
- C9H18N6
- Formula Weight
- 210.28
- MOL File
- 645-05-6.mol
Altretamine Property
- 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)
- pka
- pKa 10.3 (Uncertain)
- form
- solid
- 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
- Hazard Codes
- Xn
- Risk Statements
- 22-36/37/38
- Safety Statements
- 26-36
- WGK Germany
- 3
- RTECS
- OS1050000
- HS Code
- 2933690000
- Hazardous Substances Data
- 645-05-6(Hazardous Substances Data)
- Toxicity
- LD50 in rats, guinea pigs (mg/kg): 350, 255 orally (Jasper)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- PHR2343
- Product name
- Altretamine
- Purity
- Pharmaceutical Secondary Standard; Certified Reference Material
- Packaging
- 1G
- Price
- $194
- Updated
- 2024/03/01
- Product number
- 549835
- Product name
- 2,4,6-Tris(dimethylamino)-1,3,5-triazine
- Purity
- 96%
- Packaging
- 25g
- Price
- $432
- Updated
- 2024/03/01
- Product number
- 1017105
- Product name
- Altretamine
- Purity
- United States Pharmacopeia (USP) Reference Standard
- Packaging
- 500mg
- Price
- $174.4
- Updated
- 2024/03/01
- Product number
- 23662
- Product name
- Altretamine
- Purity
- ≥98%
- Packaging
- 50mg
- Price
- $44
- Updated
- 2024/03/01
- Product number
- 23662
- Product name
- Altretamine
- Purity
- ≥98%
- Packaging
- 100mg
- Price
- $78
- Updated
- 2024/03/01
Altretamine Chemical Properties,Usage,Production
Chemical Properties
White Solid
Originator
Hexastat,Roger Bellon,France,1979
Uses
An antitumor agent which also acts as a chemosterilant for male houseflies and other insects. Antineoplastic.
Uses
antimalarial
Uses
As experimental insect chemosterilant.
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
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.
General Description
Colorless crystalline solid. Insoluble in water.
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
Preparation Products
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View Lastest Price from Altretamine manufacturers
- Product
- Altretamine 645-05-6
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 50000KG/month
- Release date
- 2023-08-29
- Product
- Altretamine 645-05-6
- Price
- US $10.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10 mt
- Release date
- 2024-11-26
- Product
- Altretamine 645-05-6
- Price
- US $50.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 10000tons
- Release date
- 2023-09-11