Antazoline
Also known as Phenazoline, Antihistal, Antastan
Key facts
What buyers check first
- Appearance
- White, crystalline powder
- Melting point
- 120 to 122
- Solubility
- Mol wt 301.82. Bitter crystals producing temporary numbness of the tongue. mp 237-241 ยฐCโฆ
- HS code
- 293329
- Category
- Heterocyclic building blocks

What is Antazoline?
Plain description, key identifiers and synonyms
Antazoline is a member of the class of imidazolines that is 2-aminomethyl-2-imidazoline in which the exocyclic amino hydrogens are replaced by benzyl and phenyl groups. Antazoline is only found in individuals that have taken the drug. It has a role as a xenobiotic, a H1-receptor antagonist and a cholinergic antagonist. It is an aromatic amine, a tertiary amino compound and a member of imidazolines.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- N-benzyl-N-(4,5-dihydro-1H-imidazol-2-ylmethyl)aniline
- CAS number
- 91-75-8 CAS number cross-checked
- EC number
- 202-094-0
- Molecular formula
- C17H19N3
- UNII
- DHA8014SS1
- InChIKey
- REYFJDPCWQRWAA-UHFFFAOYSA-N
- InChI
- InChI=1S/C17H19N3/c1-3-7-15(8-4-1)13-20(14-17-18-11-12-19-17)16-9-5-2-6-10-16/h1-10H,11-14H2,(H,18,19)
- SMILES (canonical and isomeric)
- C1CN=C(N1)CN(CC2=CC=CC=C2)C3=CC=CC=C3
Synonyms
- Phenazoline
- Antihistal
- Antastan
- Antasten
- Azalone
- Antistine
- Histostab
- Imidamine
- Antazolin
- Antazolina
- Antazolinum
- Ben-A-hist
- N-Benzyl-N-(4,5-dihydro-1H-imidazol-2-ylmethyl)aniline
- 2-(N-Phenyl-N-benzylaminomethyl)imidazoline
- Atazoline
- 2-Phenyl-benzyl-amino-methylimidazolin
- 2-(N-Benzylanilinomethyl)-2-imidazoline
- 4,5-Dihydro-N-phenyl-N-phenylmethyl-1H-imidazole-2-methanamine
- 1H-Imidazole-2-methanamine, 4,5-dihydro-N-phenyl-N-(phenylmethyl)-
- Antazolinum (Latin)
- Antaz sulf
- Antistin
- Phenazolin
- N-Benzyl-N-((4,5-dihydro-1H-imidazol-2-yl)methyl)aniline
- Antazoline (INN)
Show all 33 synonymsShow fewer synonyms
- Imidamin
- Analergine
- N-Benzyl-N-[(4,5-dihydro-1H-imidazol-2-yl)methyl]aniline
- N-benzyl-N-(4,5-dihydro-1H-imidazol-2-ylmethyl)aniline hydrochloride
- 2-[(N-Benzylanilino)methyl]-2-imidazoline
- N-(4,5-dihydro-1H-imidazol-2-ylmethyl)-N-(phenylmethyl)aniline
- 2-Imidazoline, 2-((N-benzylanilino)methyl)-
- 2-Imidazoline, 2-[(N-benzylanilino)methyl]-
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 | White, crystalline powderexp.Measured value |
|---|---|
| Odour | Odorlessexp.Measured value |
| Taste | Bitterexp.Measured value |
| Melting point | 120 to 122exp.Measured value |
| Solubility | Mol wt 301.82. Bitter crystals producing temporary numbness of the tongue. mp 237-241 ยฐC. UV max: 242 nm (E 1% 1cm = 495 to 515), min 222 nm. One gram dissolves in 40 ml water, in 25 ml alc.exp.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 | 265.36 g/molcalc.Computed value |
|---|---|
| Exact mass | 265.1579 Dacalc.Computed value |
| LogP (octanol/water) | 2.69calc.Computed value |
| Topological polar surface area | 27.63 ร
ยฒcalc.Computed value |
| Hydrogen bond donors | 1calc.Computed value |
| Hydrogen bond acceptors | 3calc.Computed value |
| Rotatable bonds | 5calc.Computed value |
| Heavy atoms | 20calc.Computed value |
| Rings | 3calc.Computed value |
| Aromatic rings | 2calc.Computed value |
| Fraction sp3 carbons | 0.24calc.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.
Murcko scaffold
The ring system that remains when every side chain is removed
c1ccc(CN(CC2=NCCN2)c2ccccc2)cc1
3 rings, 20 atoms. This chemical is the scaffold itself.
11 other chemicals share this scaffoldSafety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H302Harmful if swallowed.
- H312Harmful in contact with skin.
- H315Causes skin irritation.
- H319Causes serious eye irritation.
- H335May cause respiratory irritation.
Precautionary statements (20)
- P261Avoid breathing dust, fume, gas, mist, vapours or spray.
- P264Wash skin thoroughly after handling.
- P264 + P265Wash skin thoroughly after handling. Do not touch eyes.
- P270Do not eat, drink or smoke when using this product.
- P271Use only outdoors or in a well-ventilated area.
- P280Wear protective gloves, protective clothing, eye protection and face protection.
- P301 + P317If swallowed: Get medical help.
- P302 + P352If on skin: Wash with plenty of water.
- P304 + P340If inhaled: Remove person to fresh air and keep comfortable for breathing.
- P305 + P351 + P338If in eyes: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
- P317Get medical help.
- P319Get medical help if you feel unwell.
- P321Specific treatment (see supplemental first aid instructions on the label).
- P330Rinse mouth.
- P332 + P317If skin irritation occurs: Get medical help.
- P337 + P317If eye irritation persists: Get medical help.
- P362 + P364Take off contaminated clothing. And wash it before reuse.
- P403 + P233Store in a well-ventilated place. Keep container tightly closed.
- P405Store locked up.
- P501Dispose of contents and container in accordance with local regulations.
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 aidAntazoline suppliers
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Where suppliers are based
18 suppliers in 6 countries
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Antazoline price
Indicative price range per kg from live supplier offers
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Uses and applications
What the substance is used for, by industry and function
Therapeutic category: Antihistaminic.
Therapeutic category (veterinary): Antihistaminic.
Veterinary medication:.
Use classes: Pharmaceuticals.
Industries and functions
Pharmacological actions
- Anti-Allergic Agents
- Histamine H1 Antagonists
Roles
- H1-receptor antagonist
- antagonist
- cholinergic antagonist
- cholinergic drug
- histamine antagonist
- histaminergic drug
- nasal decongestant
- neurotransmitter agent
- pharmaceutical
- xenobiotic
Pharmacology
Antazoline is an ethylenediamine derivative with histamine H1 antagonistic and sedative properties. Antazoline antagonizes histamine H1 receptor and prevents the typical allergic symptoms caused by histamine activities on capillaries, skin, mucous membranes, and gastrointestinal and bronchial smooth muscles. These histamine activities include vasodilation, bronchoconstriction, increased vascular permeability, pain, itching, and spasmodic contractions of gastrointestinal smooth muscles. Antazoline is used to provide symptomatic relieve of allergic symptoms.
How it is made
Prepared by the condensation of benzylaniline with 2-(chloromethyl)imidazoline.
Synthesis of Ethylenediamines. Three different methods of synthesizing ethylenediamines are widely used: 1. Reaction of tertiary chloroethylamines with secondary amines in the presence of a base, e.g., NaH, NaNH2, NaOC2H5, or KOH. 2. Alkylation of secondary amines, such as N-(2-dimethylaminoethyl)aniline with benzyl chlorides in the presence of a strong base. 3. Reaction of reactive heterocyclic halogen compounds, such as 2-bromopyridine with secondary amines, such as N-(2-dimethylaminoethyl)-aniline, also in the presence of a strong base. (Ethylenediamies)
Regulatory status
Inventories, regulations and trade controls that list this substance
No regulatory list memberships are recorded for this substance yet. Always check the rules of the importing and exporting country before trade.
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Antazoline is traded under.
Compounds containing an unfused imidazole ring (whether or not hydrogenated) in theโฆ
- United Kingdom13.0%
- United States7.9%
- China6.5%
* Partner reported figures, a lower bound.
The HS code shown for Antazoline is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Antazoline, based on the data on this page
What is Antazoline?
What is the CAS number of Antazoline?
What is the molecular formula and weight of Antazoline?
What is Antazoline used for?
Is Antazoline hazardous?
What is the HS code of Antazoline?
Where can I buy Antazoline?
Where can I buy Antazoline in India?
What is the price of Antazoline?
Guides for buyers
Practical guides that help when you source, ship or handle Antazoline
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.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
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