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Alkaloids

Harmaline

Also known as Dihydroharmine, Harmidine, Armalin

CAS 304-21-2Formula C13H14N2OMolar mass 214.27 g/molEC 206-152-6
GHS signal word: Warning. Pictograms: Harmful or irritant, Serious health hazard 46 suppliers listed
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Harmaline chemical structure, C13H14N2O, CAS 304-21-2
2D chemical structure

Key facts

What buyers check first

All properties
Appearance
Orthorhombic bipyramidal prisms, tablets from methanol, rhombic octahedra from ethanol
Melting point
229 to 231
Solubility
Slightly soluble in water, alcohol, ether, quite soluble in hot alcohol, dilute acids
HS code
293979
Category
Alkaloids
Illustrative photo, closed blue fibre drums on a pallet in a warehouse
Typical packagingIllustrative packaging image, not the actual product

What is Harmaline?

Plain description, key identifiers and synonyms

Harmaline is a harmala alkaloid in which the harman skeleton is methoxy-substituted at C-7 and has been reduced across the 3,4 bond. It has a role as a oneirogen. It derives from a hydride of a harman.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
7-methoxy-1-methyl-4,9-dihydro-3H-pyrido[3,4-b]indole
CAS number
304-21-2 CAS number cross-checkedOther or deprecated CAS: 6027-98-1
EC number
206-152-6
Molecular formula
C13H14N2O
UNII
CN58I4TOET
MDL number
MFCD00004955
InChIKey
RERZNCLIYCABFS-UHFFFAOYSA-N
InChI
InChI=1S/C13H14N2O/c1-8-13-11(5-6-14-8)10-4-3-9(16-2)7-12(10)15-13/h3-4,7,15H,5-6H2,1-2H3
SMILES (canonical and isomeric)
CC1=NCCC2=C1NC3=C2C=CC(=C3)OC

Synonyms

  • Dihydroharmine
  • Harmidine
  • Armalin
  • 3,4-Dihydroharmine
  • O-Methylharmalol
  • Harmalol methyl ether
  • 7-methoxy-1-methyl-4,9-dihydro-3H-pyrido[3,4-b]indole
  • 3H-Pyrido[3,4-b]indole, 4,9-dihydro-7-methoxy-1-methyl-
  • 1-Methyl-7-methoxy-3,4-dihydro-beta-carboline
  • 3H-Pyrido(3,4-b)indole, 4,9-dihydro-7-methoxy-1-methyl-
  • 4,9-Dihydro-7-methoxy-1-methyl-3H-pyrido(3,4-b)indole
  • 4,9-Dihydro-7-methoxy-1-methyl-3H-pyrido[3,4-b]indole
  • 3,4-Dihydro-7-methoxy-1-methyl-9-pyrid(3,4-b)indole
  • 3,4-Dihydro-7-methoxy-1-methyl-9-pyrido(3,4-b)indole
  • 7-Methoxy-1-methyl-4,9-dihydro-3H-pyrido(3,4-b)indole
  • 3,4-Dihydro-7-methoxy-1-methyl-9-pyrid[3,4-b]indole
  • Harmine, dihydro-
  • harmalin
  • 7-Methoxy-1-methyl-4,9-dihydro-3H-beta-carboline
  • 7-methoxy-1-methyl-3,4-dihydro-2H-pyrido[3,4-b]indole
  • 3,4-Dihydro-7-methoxy-1-methyl-9H-pyrido[3,4-b]indole
  • 7-methoxy-1-methyl-3,4-dihydrobeta-carboline
  • 1-Methyl-7-methoxy-3,4-dihydro- beta-carboline
  • Dihydroharmine,
  • Dihydro-Harmine
Show all 29 synonyms
  • 3,4-b]indole
  • 3, 4-Dihydroharmine
  • DivK1c_000950
  • 7-methoxy-1-methyl-2H,3H,4H-pyrido[3,4-b]indole

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
Orthorhombic bipyramidal prisms, tablets from methanol, rhombic octahedra from ethanolexp.
Melting point
229 to 231exp.
Solubility
Slightly soluble in water, alcohol, ether, quite soluble in hot alcohol, dilute acidsexp.

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
214.27 g/molcalc.
Exact mass
214.1106 Dacalc.
LogP (octanol/water)
2.54calc.
Topological polar surface area
37.38 Ųcalc.
Hydrogen bond donors
1calc.
Hydrogen bond acceptors
2calc.
Rotatable bonds
1calc.
Heavy atoms
16calc.
Rings
3calc.
Aromatic rings
2calc.
Fraction sp3 carbons
0.31calc.
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, C1=NCCc2c1[nH]c1ccccc21

C1=NCCc2c1[nH]c1ccccc21

3 rings, 13 atoms, the 3H-Pyrido(3,4-b)indole, 4,9-dihydro- ring system.

49 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

GHS signal word
Warning
GHS07: Harmful or irritant
Harmful or irritant
GHS08: Serious health hazard
Serious health hazard

Hazard statements

  • H302Harmful if swallowed.
  • H371May cause damage to organs.
Precautionary statements (8)
  • P260Do not breathe dust, fume, gas, mist, vapours or spray.
  • P264Wash skin thoroughly after handling.
  • P270Do not eat, drink or smoke when using this product.
  • P301 + P317If swallowed: Get medical help.
  • P308 + P316If exposed or concerned: Get emergency medical help immediately.
  • P330Rinse mouth.
  • 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

Harmaline suppliers

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

All 46 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

46 suppliers in 7 countries

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Harmaline 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.

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Uses and applications

What the substance is used for, by industry and function

Hallucinogenic alkaloid ... from Psychotria viridis.

Use classes: Pharmaceuticals.

Pharmacological actions

  • Central Nervous System Stimulants
  • Monoamine Oxidase Inhibitors

Roles

  • central nervous system drug
  • oneirogen
  • pharmaceutical
  • psychotropic drug

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 Harmaline is traded under.

HS 2939.79Indicative HS code

Alkaloids of vegetal origin, other than cocaine, ecgonine, salts, esters and other derivatives, not elsewhere…

World exports in 2024
$701M
+18.9% vs 2023, imports $830M
2019 to 2024
Top exporters
  1. Switzerland * partner reported25.3%
  2. Germany21.4%
  3. India * partner reported14.9%
Top importers
  1. United States20.9%
  2. Germany14.7%
  3. Italy14.6%

* Partner reported figures, a lower bound.

Reported customs values in USD, not prices.Full trade data

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

Frequently asked questions

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

What is Harmaline?

Harmaline is a harmala alkaloid in which the harman skeleton is methoxy-substituted at C-7 and has been reduced across the 3,4 bond. It has a role as a oneirogen. It derives from a hydride of a harman.

What is the CAS number of Harmaline?

The CAS registry number of Harmaline is 304-21-2. Other or deprecated CAS numbers: 6027-98-1.

What is the molecular formula and weight of Harmaline?

The molecular formula of Harmaline is C13H14N2O and its molar mass is 214.27 g/mol.

What is Harmaline used for?

Hallucinogenic alkaloid ... from Psychotria viridis. Use classes: Pharmaceuticals.

Is Harmaline hazardous?

Harmaline carries the GHS signal word "Warning". Main hazards: harmful if swallowed, may cause damage to organs. This summary is not an SDS, always read the supplier safety data sheet.

What is the HS code of Harmaline?

Harmaline is usually classified under HS code 293979 (Alkaloids, natural or reproduced by synthesis, and their salts, ethers, esters and other…). This is indicative, confirm it with your customs broker before shipping.

Where can I buy Harmaline?

CompoundList lists 46 suppliers of Harmaline in China, United States, Hong Kong, United Kingdom and 3 more. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

What is the price of Harmaline?

Suppliers quote Harmaline 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 Harmaline

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Data last updated 7 Oct 2026. Details may have changed, please confirm them with the supplier. Report an error on this page
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