Mechlorethamine
Also known as Chlormethine, Nitrogen mustard, Chlorethazine
Key facts
What buyers check first
- Appearance
- Mobile liquid
- Melting point
- -60 °C
- Boiling point
- 87 °C
- Density
- 1.118 @ 25 °C/4 °C
- Solubility
- Very slightly soluble in water, miscible with dimethyl formamide, carbon disulfide, carb…
- HS code
- 292119
- Category
- Oncology and immunology drugs
What is Mechlorethamine?
Plain description, key identifiers and synonyms
Mechlorethamine is an organochlorine compound and a nitrogen mustard. It has a role as an alkylating agent.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- 2-chloro-N-(2-chloroethyl)-N-methylethanamine
- CAS number
- 51-75-2 CAS number cross-checked
- EC number
- 200-120-5
- Molecular formula
- C5H11Cl2N
- UNII
- 50D9XSG0VR
- InChIKey
- HAWPXGHAZFHHAD-UHFFFAOYSA-N
- InChI
- InChI=1S/C5H11Cl2N/c1-8(4-2-6)5-3-7/h2-5H2,1H3
- SMILES (canonical and isomeric)
- CN(CCCl)CCCl
Synonyms
- Chlormethine
- Nitrogen mustard
- Chlorethazine
- Mustine
- Mecloretamina
- Embichin
- 2-Chloro-N-(2-chloroethyl)-N-methylethanamine
- Bis(2-chloroethyl)methylamine
- Dichlor amine
- Methylbis(2-chloroethyl)amine
- Clormetina
- Antimit
- 2,2'-Dichloro-N-methyldiethylamine
- N-Methyl-bis(2-chloroethyl)amine
- N,N-Bis(2-chloroethyl)methylamine
- Bis(beta-chloroethyl)methylamine
- Methylbis(beta-chloroethyl)amine
- Stickstofflost (ebewe)
- Di(2-chloroethyl)methylamine
- Methyldi(2-chloroethyl)amine
- N-Methyl-bis(beta-chloroethyl)amine
- N,N-Di(chloroethyl)methylamine
- Ethanamine, 2-chloro-N-(2-chloroethyl)-N-methyl-
- N-Methyl-bis-chloraethylamin
- beta,beta'-Dichlorodiethyl-N-methylamine
Show all 38 synonymsShow fewer synonyms
- N-Methyl-2,2'-dichlorodiethylamine
- TL 146
- Chloramine (the nitrogen mustard)
- Diethylamine, 2,2'-dichloro-N-methyl-
- bis(2-chloroethyl)(methyl)amine
- Nitrogen mustard (hn 2)
- Methylchlorethamine
- Di(chloroethyl)methylamine
- chloromethine
- Mechlorethamine N Oxide
- Nitrogen Mustard N Oxide
- Methylbis(chloroethylamine)
- N-Oxide, Nitrogen Mustard
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
| Appearance | Mobile liquidexp.Measured value |
|---|---|
| Odour | Faint odor of herringexp.Measured value |
| Melting point | -60 °Cexp.Measured value |
| Boiling point | 87 °Cexp.Measured value |
| Density | 1.118 @ 25 °C/4 °Cexp.Measured value |
| Solubility | Very slightly soluble in water, miscible with dimethyl formamide, carbon disulfide, carbon tetrachloride, many organic solvents and oilsexp.Measured value |
| Vapour pressure | 0.17 mm Hg @ 25 °Cexp.Measured value |
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 156.06 g/molcalc.Computed value |
|---|---|
| Exact mass | 155.0269 Dacalc.Computed value |
| LogP (octanol/water) | 1.4calc.Computed value |
| Topological polar surface area | 3.24 Ųcalc.Computed value |
| Hydrogen bond donors | 0calc.Computed value |
| Hydrogen bond acceptors | 1calc.Computed value |
| Rotatable bonds | 4calc.Computed value |
| Heavy atoms | 8calc.Computed value |
| Rings | 0calc.Computed value |
| Aromatic rings | 0calc.Computed value |
| Fraction sp3 carbons | 1calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 0calc.Computed value |
| Lipinski rule of five | Passes (0 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Safety and hazards
GHS classification summary, not a safety data sheet
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aidMechlorethamine suppliers
Trading restrictions apply to this substance
Mechlorethamine is prohibited on CompoundList. Listings, quotes and messages are disabled. This page is kept for information only.
Listing and enquiries are not allowed for this substance.
Reference: OPCW Chemical Weapons Convention Schedule 1
Our policy on controlled substancesMechlorethamine price
Indicative price range per kg from live supplier offers
Prices are not shown for prohibited substances.
Uses and applications
What the substance is used for, by industry and function
Antineoplastic agent (Hydrochloride).
As a former gas warfare agent.
Lab experiments ... conducted ... for use as cross linking agent in textiles. In USSR ... tested for use in sizing agents for cotton yarn, in grease for metal cutting, as fungicide and as antiviral aerosol disinfectant.
HN-2 is one of three nitrogen mustard blister agents (vesicants). Nitrogen mustards have not previously been used in warfare. The properties of nitrogen mustards are only slightly different from those of sulfur mustards, another major class of blister agents. However, exposure to nitrogen mustards may be more immediately toxic than exposure to sulfur mustard. Nitrogen mustards are alkylating agents that affect DNA and other molecules in the body. Exposure to nitrogen mustard damages the eyes, skin, and respiratory tract and suppresses the immune system.
Read more
Although the nitrogen mustards cause cellular changes within minutes of contact, the onset of pain and other symptoms is delayed. Exposure to large amounts can be fatal. HN-2 has a fruity odor at high concentrations, and a soapy or fishy odor at low concentrations.
Industries and functions
Pharmacological actions
- Alkylating Agents
- Antineoplastic Agents, Alkylating
- Chemical Warfare Agents
- Irritants
Roles
- aetiopathogenetic role
- alkylating agent
- antineoplastic agent
- genotoxin
- mutagen
- pharmaceutical
Pharmacology
Mechlorethamine is an Alkylating Drug. The mechanism of action of mechlorethamine is as an Alkylating Activity.
How it is made
A nitrogen mustard prepared by action of thionyl chloride on 2,2'-(methylimino)diethanol in trichloroethylene.
Regulatory status
Inventories, regulations and trade controls that list this substance
Mechlorethamine is prohibited on CompoundList. Listings, quotes and messages are disabled. This page is kept for information only.
Listing and enquiries are not allowed for this substance.
Reference: OPCW Chemical Weapons Convention Schedule 1
Our policy on controlled substancesHealth and food
- EU Cosmetics Regulation Annex II, prohibited in cosmeticsName: Chlormethine (INN) and its salts, Ref no: 87, Annex ref: II/87
- Active ingredient in FDA approved drug labels
Controls
- Chemical Weapons Convention Schedule 1
United States
- TSCA inventory (USA)Status: Active in US commerce
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Mechlorethamine is traded under.
Acyclic monoamines and their derivatives, salts thereof, other
- China35.5%
- United States17.9%
- Germany16.4%
- United States14.1%
- South Korea9.7%
- Japan8.4%
The HS code shown for Mechlorethamine is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Mechlorethamine, based on the data on this page
What is Mechlorethamine?
What is the CAS number of Mechlorethamine?
What is the molecular formula and weight of Mechlorethamine?
What is Mechlorethamine used for?
Is Mechlorethamine hazardous?
What is the HS code of Mechlorethamine?
Can I buy Mechlorethamine on CompoundList?
Guides for buyers
Practical guides that help when you source, ship or handle Mechlorethamine
- Article, QualityPharma grades explained: IP vs BP vs USP vs EPWhat the Indian, British, US and European pharmacopoeias are, how their monographs differ, what multi grade claims mean and why a grade alone does not make a product fit for medicines.Read
- Guide, Trade and logisticsHS codes for chemicals and why they matterHow the Harmonized System classifies chemicals, the chapters that matter, the rules for chemically defined compounds and mixtures, and practical steps to find the right code.Read
- Guide, Chemical identityCAS registry numbers explainedWhat a CAS number identifies, how the check digit works, why one chemical can have several numbers and what a CAS number cannot tell you about a product.Read
Explore more in Oncology and immunology drugs or HS code 292119