CompoundList
Sign in
Analgesics and anti-inflammatories

Amitriptyline

Also known as Amitriptylin, Seroten, Damitriptyline

CAS 50-48-6Formula C20H23NMolar mass 277.41 g/molEC 200-041-6
GHS signal word: Danger. Pictograms: Corrosive, Acute toxicity (severe), Harmful or irritant, Serious health hazard 81 suppliers listed Drug substance
Get quotes Compare 81 suppliers
Amitriptyline chemical structure, C20H23N, CAS 50-48-6
2D chemical structure

Key facts

What buyers check first

All properties
CAS number
50-48-6
Formula
C20H23N
Appearance
Crystals
Solubility
In water, 9.71 mg/L at 24 °C
HS code
292149
Category
Analgesics and anti-inflammatories
Illustrative photo, 25 kg white woven sacks of powder on a pallet in a warehouse
Typical packagingIllustrative packaging image, not the actual product

What is Amitriptyline?

Plain description, key identifiers and synonyms

Amitriptyline is an organic tricyclic compound that is 10,11-dihydro-5H-dibenzo[a,d][7]annulene substituted by a 3-(dimethylamino)propylidene group at position 5. It has a role as a tropomyosin-related kinase B receptor agonist, an antidepressant, an adrenergic uptake inhibitor, a xenobiotic and an environmental contaminant. It is a tertiary amine and a carbotricyclic compound. It derives from a hydride of a dibenzo[a,d][7]annulene.

Amitriptyline is a medicine used to treat cyclic vomiting syndrome (CVS), depression and a variety of pain syndromes.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
N,N-dimethyl-3-(2-tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,11,13-hexaenylidene)propan-1-amine
CAS number
50-48-6 CAS number cross-checked
EC number
200-041-6
Molecular formula
C20H23N
UNII
1806D8D52K
MDL number
MFCD00412072
InChIKey
KRMDCWKBEZIMAB-UHFFFAOYSA-N
InChI
InChI=1S/C20H23N/c1-21(2)15-7-12-20-18-10-5-3-8-16(18)13-14-17-9-4-6-11-19(17)20/h3-6,8-12H,7,13-15H2,1-2H3
SMILES (canonical and isomeric)
CN(C)CCC=C1C2=CC=CC=C2CCC3=CC=CC=C31

Synonyms

  • Amitriptylin
  • Seroten
  • Damitriptyline
  • Triptanol
  • Flavyl
  • Proheptadiene
  • Damilen
  • Triptisol
  • Adepril
  • Lantron
  • Amitryptiline
  • Tryptanol
  • Adepress
  • Redomex
  • Elavil
  • Triptilin
  • Laroxyl
  • Amitriptilina
  • Amitriptylinum
  • Amitryptyline
  • Ro 4-1575
  • 5-(3-Dimethylaminopropylidene)-10,11-dihydro-5H-dibenzo(a,d)cycloheptene
  • 3-(10,11-Dihydro-5H-dibenzo(a,d)cyclohepten-5-ylidene)-N,N-dimethyl-1-propanamine
  • 10,11-Dihydro-5-(gamma-dimethylaminopropylidene)-5H-dibenzo(a,d)cycloheptene
  • 5-(3'-Dimethylaminopropylidene)-dibenzo-(a,d)(1,4)-cycloheptadiene
Show all 39 synonyms
  • 3-(10,11-Dihydro-5H-dibenzo(a,d)cyclohepten-5-yliden)-N,N-dimethylpropylamin
  • 5H-Dibenzo(a,d)cycloheptene-delta5,gamma-propylamine, 10,11-dihydro-N,N-dimethyl-
  • 5-(gamma-Dimethylaminopropylidine)-5H-dibenzo(a,d)(1,4)cycloheptadiene
  • 5-(3-Dimethylaminopropylidene)-10,11-dihydro-5H-dibenzo(a,d)cycloheptatriene
  • 5-(gamma-Dimethylaminopropylidene)-10,11-dihydro-5H-dibenzo(a,d)cycloheptene
  • 1-Propanamine, 3-(10,11-dihydro-5H-dibenzo(a,d)cyclohepten-5-ylidene)-N,N-dimethyl-
  • 10,11-Dihydro-N,N-dimethyl-5H-dibenzo(a,d)heptalene-delta(sup 5),gamma-propylamine
  • 5-(gamma-Dimethylaminopropylidene)-5H-Dibenzo[a,d][1,4]cycloheptadiene
  • 10,11-Dihydro-N,N-dimethyl-5H-dibenzo(a,d)heptalene-delta(5),gamma-propylamine
  • 1-Propanamine, 3-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)-N,N-dimethyl-
  • 5-(gamma-Dimethylaminopropylidene)-5H-dibenzo(a,d)(1,4)cycloheptadiene
  • 3-(10,11-Dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)-N,N-dimethyl-1-propanamine
  • 3-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)-N,N-dimethylpropan-1-amine
  • 5H-Dibenzo(a,d)cycloheptene-delta(sup 5),gamma-propylamine, 10,11-dihydro-N,N-dimethyl-

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
Crystalsexp.
Solubility
In water, 9.71 mg/L at 24 °Cexp.

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
277.41 g/molcalc.
Exact mass
277.1831 Dacalc.
LogP (octanol/water)
4.17calc.
Topological polar surface area
3.24 Ųcalc.
Hydrogen bond donors
0calc.
Hydrogen bond acceptors
1calc.
Rotatable bonds
3calc.
Heavy atoms
21calc.
Rings
3calc.
Aromatic rings
2calc.
Fraction sp3 carbons
0.3calc.
Formal charge
0calc.
Stereocentres
0calc.
Lipinski rule of five
Passes (0 violations)calc.

Calculated for screening. Confirm critical figures with the supplier.

Murcko scaffold

The ring system that remains when every side chain is removed

Murcko scaffold of this chemical, C=C1c2ccccc2CCc2ccccc21

C=C1c2ccccc2CCc2ccccc21

3 rings, 16 atoms, the 5-Methylene-10,11-dihydro-5H-dibenzo[a,d][7]annulene ring system.

77 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

GHS signal word
Danger
GHS05: Corrosive
Corrosive
GHS06: Acute toxicity (severe)
Acute toxicity (severe)
GHS07: Harmful or irritant
Harmful or irritant
GHS08: Serious health hazard
Serious health hazard
GHS09: Hazardous to the environment
Hazardous to the environment

Hazard statements

  • H301 + H311 + H331Toxic if swallowed. Toxic in contact with skin. Toxic if inhaled.
  • H301Toxic if swallowed.
  • H302Harmful if swallowed.
  • H311Toxic in contact with skin.
  • H318Causes serious eye damage.
  • H331Toxic if inhaled.
  • H361Suspected of damaging fertility or the unborn child.
  • H410Very toxic to aquatic life with long lasting effects.
Precautionary statements (24)
  • P203Obtain, read and follow all safety instructions before use.
  • P261Avoid breathing dust, fume, gas, mist, vapours or spray.
  • P262Do not get in eyes, on skin, or on clothing.
  • 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.
  • P273Avoid release to the environment.
  • P280Wear protective gloves, protective clothing, eye protection and face protection.
  • P301 + P316If swallowed: Get emergency medical help immediately.
  • 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 + P354 + P338If in eyes: Immediately rinse with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
  • P316Get emergency medical help immediately.
  • P317Get medical help.
  • P318If exposed or concerned, get medical advice.
  • P321Specific treatment (see supplemental first aid instructions on the label).
  • P330Rinse mouth.
  • P361 + P364Take off immediately all contaminated clothing. And wash it before reuse.
  • P391Collect spillage.
  • 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 aid

Amitriptyline suppliers

Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings

All 81 suppliers
30 of 30 offers

Suppliers marked Unclaimed profile have not claimed their profile yet. They are not verified by CompoundList, their offers are price on request and details may have changed, so please confirm them with the supplier. Company representatives can claim a profile with a business email on the company's own website domain. Our team verifies each claim and sends the result by email.

Where suppliers are based

81 suppliers in 18 countries

Send one request to many suppliers

Choose up to 10 suppliers or let us match your request. Compare quotes side by side, free.

Choose suppliersPost a request

Amitriptyline price

Indicative price range per kg from live supplier offers

No published prices right now

Suppliers quote this chemical on request. Send one free request and compare quotes side by side.

Get latest price

Uses and applications

What the substance is used for, by industry and function

Adrenergic Uptake Inhibitors, Analgesics, Non-Narcotic, Antidepressive Agents, Tricyclic.

Use classes: Antidepressants, Pharmaceuticals.

Pharmacological actions

  • Adrenergic Uptake Inhibitors
  • Analgesics, Non-Narcotic
  • Antidepressive Agents, Tricyclic

Roles

  • adrenergic agent
  • adrenergic uptake inhibitor
  • agonist
  • analgesic
  • anti-inflammatory agent
  • antidepressant
  • antineoplastic agent
  • antipsychotic agent
  • anxiolytic drug
  • central nervous system depressant
  • central nervous system drug
  • environmental contaminant
  • hypoglycemic agent
  • neurotransmitter agent
  • pharmaceutical
  • psychotropic drug
  • tranquilizing drug
  • tropomyosin-related kinase B receptor agonist
  • xenobiotic

Pharmacology

Amitriptyline is a Tricyclic Antidepressant.

How it is made

Phthalic anhydride is reacted with phenylacetic acid to form 3-benzylidenephthalide, which is hydrogenated to 2-phenethylbenzoic acid. Conversion to the acid chloride followed by intramolecular dehydrochlorination yields the ketone (5H-dibenzo[a,d]cyclohepten-5-one), which is grignardized with 3-(dimethylamino)propyl chloride. Dehydration of the resulting tertiary carbinol gives amitriptyline, which is dissolved in a suitable solvent and converted to the hydrochloride by a stream of HCl.

Read more

USA patent 3,205,264.

Prepared from 10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-one (well known under the trivial name dibenzosuberone) and 3-dimethylaminopropylmagnesium chloride and subsequent dehydration with HCl in ethanol. ... a versatile alternative process makes use of cyclopropylmagnesium bromide as Grignard reagent.

Prepared by reaction of 5-oxo-10,11-dihydro-5H-dibenzo(a,d)cycloheptene with the Grignard reagent of 3-dimethylaminopropyl chloride followed by dehydration of the resulting tertiary alcohol in a strongly acidic medium.

Regulatory status

Inventories, regulations and trade controls that list this substance

Health and food

  • EU Cosmetics Regulation Annex II, prohibited in cosmetics
    Name: Amitriptyline (INN) and its salts, Ref no: 146, Annex ref: II/146
  • Active ingredient in FDA approved drug labels

HS code and trade data

Customs classification and reported world trade statistics

Global trade

World import and export statistics for the HS code Amitriptyline is traded under.

HS 2921.49Indicative HS code

Aromatic monoamines and their derivatives, salts thereof, other

World exports in 2024
$1.14B
+5.6% vs 2023, imports $1.06B
2019 to 2024
Top exporters
  1. Germany23.3%
  2. China19.4%
  3. Singapore14.6%
Top importers
  1. Belgium15.9%
  2. South Korea15.0%
  3. Germany12.8%
Reported customs values in USD, not prices.Full trade data

The HS code shown for Amitriptyline is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.

Frequently asked questions

Quick answers about Amitriptyline, based on the data on this page

What is Amitriptyline?

Amitriptyline is an organic tricyclic compound that is 10,11-dihydro-5H-dibenzo[a,d][7]annulene substituted by a 3-(dimethylamino)propylidene group at position 5.

What is the CAS number of Amitriptyline?

The CAS registry number of Amitriptyline is 50-48-6.

What is the molecular formula and weight of Amitriptyline?

The molecular formula of Amitriptyline is C20H23N and its molar mass is 277.41 g/mol.

What is Amitriptyline used for?

Adrenergic Uptake Inhibitors, Analgesics, Non-Narcotic, Antidepressive Agents, Tricyclic. Use classes: Antidepressants, Pharmaceuticals.

Is Amitriptyline hazardous?

Amitriptyline carries the GHS signal word "Danger". Main hazards: toxic if swallowed. toxic in contact with skin. toxic if inhaled, toxic if swallowed, harmful if swallowed. This summary is not an SDS, always read the supplier safety data sheet.

What is the HS code of Amitriptyline?

Amitriptyline is usually classified under HS code 292149 (Aromatic monoamines and their derivatives, salts thereof, other). This is indicative, confirm it with your customs broker before shipping.

Where can I buy Amitriptyline?

CompoundList lists 81 suppliers of Amitriptyline in United States, China, India, Spain and 14 more. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

Where can I buy Amitriptyline in India?

15 suppliers in India list Amitriptyline on CompoundList. Filter the suppliers list by country and send a request to compare prices, grades and delivery times.

What is the price of Amitriptyline?

Suppliers quote Amitriptyline on request because prices depend on grade, purity, quantity and destination. A free request on CompoundList gets you several quotes to compare.

Guides for buyers

Practical guides that help when you source, ship or handle Amitriptyline

Get quotes for Amitriptyline

Post one free request with your grade, quantity and destination. Matching suppliers send quotes you can compare side by side.
Post a request Sell Amitriptyline
Data last updated 7 Oct 2026. Details may have changed, please confirm them with the supplier. Report an error on this page
Embed this structure on your websiteShow code

Paste this code into your page to show the 2D structure of Amitriptyline with a 3D view, its CAS number and a link back to this page. Free to use with the link kept.

<iframe src="https://www.compoundlist.com/embed/structure/amitriptyline-50-48-6" title="Amitriptyline structure on CompoundList" width="360" height="420" style="border:1px solid #E7E2DA;border-radius:12px;max-width:100%" loading="lazy" referrerpolicy="strict-origin-when-cross-origin"></iframe>
Preview the embed

Explore more in Analgesics and anti-inflammatories or HS code 292149

81 suppliers
Free quotes, contact stays private
Get quotes