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Antibiotics and anti-infectives

Emetine

Also known as Emetin, Cephaeline methyl ether, (-)-Emetine

CAS 483-18-1Formula C29H40N2O4Molar mass 480.65 g/molEC 207-592-1
GHS signal word: Danger. Pictograms: Acute toxicity (severe), Harmful or irritant 42 suppliers listed
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Emetine chemical structure, C29H40N2O4, CAS 483-18-1
2D chemical structure

Key facts

What buyers check first

All properties
Appearance
White amorphous powder
Melting point
74 °C
Solubility
SPARINGLY SOL IN WATER, PETROLEUM ETHER, IN SOLN OF POTASSIUM OR SODIUM HYDROXIDE, FREEL…
HS code
293979
Category
Antibiotics and anti-infectives
Illustrative photo, fine white powder in a clear glass bottle on a laboratory bench
Typical packagingIllustrative packaging image, not the actual product

What is Emetine?

Plain description, key identifiers and synonyms

Emetine is a pyridoisoquinoline comprising emetam having methoxy substituents at the 6'-, 7'-, 10- and 11-positions. It is an antiprotozoal agent and emetic. It inhibits SARS-CoV2, Zika and Ebola virus replication and displays antimalarial, antineoplastic and antiamoebic properties. It has a role as an emetic, an anticoronaviral agent, an antiamoebic agent, an antiviral agent, an antiinfective agent, an antineoplastic agent, an antiprotozoal drug, an antimalarial, a protein synthesis inhibitor, a plant metabolite, an expectorant and an autophagy inhibitor. It is an isoquinoline alkaloid and a pyridoisoquinoline. It is functionally related to a cephaeline. It is a conjugate base of an emetine(2+). It derives from a hydride of an emetan.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
(2S,3R,11bS)-2-[[(1R)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl]-3-ethyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizine
CAS number
483-18-1 CAS number cross-checkedOther or deprecated CAS: 7083-71-8
EC numbers
207-592-1, 809-653-3
Molecular formula
C29H40N2O4
UNII
X8D5EPO80M
MDL number
MFCD00242944
InChIKey
AUVVAXYIELKVAI-CKBKHPSWSA-N
InChI
InChI=1S/C29H40N2O4/c1-6-18-17-31-10-8-20-14-27(33-3)29(35-5)16-23(20)25(31)12-21(18)11-24-22-15-28(34-4)26(32-2)13-19(22)7-9-30-24/h13-16,18,21,24-25,30H,6-12,17H2,1-5H3/t18-,21-,24+,25-/m0/s1
Canonical SMILES
CCC1CN2CCc3cc(OC)c(OC)cc3C2CC1CC1NCCc2cc(OC)c(OC)cc21
Isomeric SMILES
CC[C@H]1CN2CCC3=CC(=C(C=C3[C@@H]2C[C@@H]1C[C@@H]4C5=CC(=C(C=C5CCN4)OC)OC)OC)OC

Synonyms

  • Emetin
  • Cephaeline methyl ether
  • (-)-Emetine
  • Methyl cephaeline
  • 6',7',10,11-Tetramethoxyemetan
  • Cephaline-O-methyl ether
  • Emetinum
  • Emetan, 6',7',10,11-tetramethoxy-
  • (2S,3R,11bS)-2-[[(1R)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl]-3-ethyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizine
  • Ipecine
  • Methylcephaeline
  • (2S,3R,11bS)-2-(((1R)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl)-3-ethyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-benzo(a)quinolizine
  • Emetine (>90%)
  • Emetine dihydrochloride hydrate
  • 6',7',10,11-Tetramethoxy-emetan
  • 2H-Benzo(a)quinolizine, 3-ethyl-1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-2-((1,2,3,4-tetrahydro-6,7-dimethoxy-1-isoquinolyl)methyl)-
  • YAT
  • Bio1_000345
  • Bio1_000834
  • Bio1_001323
  • 6'',7'',10,11-tetramethoxyemetan
  • Sdccgsbi-0050445.p002
  • (2S,3R,11bS)-3-Ethyl-1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-2-[[(1R)-1,2,3,4-tetrahydro-6,7-dimethoxy-1-isoquinolinyl]methyl]-2H-benzo[a]quinolizine
  • 6',7',10,11-tetrakis(methyloxy)emetan
  • 6',7',10,11-Tetramethoxy-1'beta-emetan
Show all 28 synonyms
  • Emetine hydrochloride, European Pharmacopoeia (EP) Reference Standard
  • Emetine hydrochloride, United States Pharmacopeia (USP) Reference Standard
  • 2H-Benzo(a)quinolizine, 3-ethyl-1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-2-(((1R)-1,2,3,4-tetrahydro-6,7-dimethoxy-1-isoquinolinyl)methyl)-, (2S,3R,11bs)-

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 amorphous powderexp.
Taste
Very bitter tasteexp.
Melting point
74 °Cexp.
Solubility
SPARINGLY SOL IN WATER, PETROLEUM ETHER, IN SOLN OF POTASSIUM OR SODIUM HYDROXIDE, FREELY SOL IN METHANOL, ETHYL ACETATEexp.

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
480.65 g/molcalc.
Exact mass
480.2988 Dacalc.
LogP (octanol/water)
4.94calc.
Topological polar surface area
52.19 Ųcalc.
Hydrogen bond donors
1calc.
Hydrogen bond acceptors
6calc.
Rotatable bonds
7calc.
Heavy atoms
35calc.
Rings
5calc.
Aromatic rings
2calc.
Fraction sp3 carbons
0.59calc.
Formal charge
0calc.
Stereocentres
4calc.
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, c1ccc2c(c1)CCNC2CC1CCN2CCc3ccccc3C2C1

c1ccc2c(c1)CCNC2CC1CCN2CCc3ccccc3C2C1

5 rings, 25 atoms.

47 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

GHS signal word
Danger
GHS06: Acute toxicity (severe)
Acute toxicity (severe)
GHS07: Harmful or irritant
Harmful or irritant

Hazard statements

  • H300Fatal if swallowed.
  • H315Causes skin irritation.
  • H319Causes serious eye irritation.
  • H335May cause respiratory irritation.
Precautionary statements (19)
  • 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 + P316If swallowed: Get emergency medical help immediately.
  • 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.
  • 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 aid

Emetine suppliers

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

All 42 suppliers
30 of 30 offers
  • Indo German Alkaloids
    India, Mumbai ManufacturerUnclaimed profile
    EmetineGrade, purity and minimum order on request
    Price on request
    View
  • 10X Chem
    United States, San DiegoUnclaimed profile
    EmetineGrade, purity and minimum order on request
    Price on request
    View
  • 3WAY Pharm Inc
    China, ShanghaiUnclaimed profile
    EmetineGrade, purity and minimum order on request
    Price on request
    View
  • A2B Chem LLC
    United States, San DiegoUnclaimed profile
    EmetineGrade, purity and minimum order on request
    Price on request
    View
  • Aa Blocks LLC
    United States, San DiegoUnclaimed profile
    EmetineGrade, purity and minimum order on request
    Price on request
    View
  • Aaron Chemicals LLC.
    China, NanjingUnclaimed profile
    EmetineGrade, purity and minimum order on request
    Price on request
    View
  • AbaChemScene, LLC
    United States, Monmouth JunctionUnclaimed profile
    EmetineGrade, purity and minimum order on request
    Price on request
    View
  • Accel Scientific S.L.
    Spain, BarcelonaUnclaimed profile
    EmetineGrade, purity and minimum order on request
    Price on request
    View
  • AChemBlock
    United States, HaywardUnclaimed profile
    EmetineGrade, purity and minimum order on request
    Price on request
    View
  • Amadis Chemical Co., Ltd.
    China, HangzhouUnclaimed profile
    EmetineGrade, purity and minimum order on request
    Price on request
    View

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

42 suppliers in 11 countries

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Emetine 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

Veterinary medication:.

Pharmacological actions

  • Amebicides
  • Antinematodal Agents
  • Cathartics
  • Emetics
  • Protein Synthesis Inhibitors

Roles

  • antiamoebic agent
  • anticoronaviral agent
  • antiinfective agent
  • antimalarial
  • antimicrobial agent
  • antimicrobial drug
  • antineoplastic agent
  • antiparasitic agent
  • antiplasmodial drug
  • antiprotozoal drug
  • antiviral agent
  • autophagy inhibitor
  • emetic
  • enzyme inhibitor
  • eukaryotic metabolite
  • expectorant
  • metabolite
  • pathway inhibitor
  • pharmaceutical
  • plant metabolite
  • protein synthesis inhibitor

How it is made

Ground ipecac ... Mixed with ammonia ... Extracted with ether ... Alkaloids are extracted with dilute acid ... Neutralized with sodium hydroxide ... Emetine ... (Extracted) with ether...

Synthesis from hexahydrogallic acid, from 2-oxobenzo[a]quinolizine.

By extraction from root of Cephalis ipecacuanha (ipecac) or synthetically.

Regulatory status

Inventories, regulations and trade controls that list this substance

Health and food

  • EU Cosmetics Regulation Annex II, prohibited in cosmetics
    Name: Emetine, its salts and derivatives, Ref no: 163, Annex ref: II/163

HS code and trade data

Customs classification and reported world trade statistics

Global trade

World import and export statistics for the HS code Emetine 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 Emetine is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.

Frequently asked questions

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

What is Emetine?

Emetine is a pyridoisoquinoline comprising emetam having methoxy substituents at the 6'-, 7'-, 10- and 11-positions. It is an antiprotozoal agent and emetic. It inhibits SARS-CoV2, Zika and Ebola virus replication and displays antimalarial, antineoplastic and antiamoebic properties.

Is Emetine hazardous?

Emetine carries the GHS signal word "Danger". Main hazards: fatal if swallowed, causes skin irritation, causes serious eye irritation. This summary is not an SDS, always read the supplier safety data sheet.

Guides for buyers

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

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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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