CompoundList

(±)-Quinacrine

Also known as quinacrine, mepacrine, atabrine

CAS 83-89-6Formula C23H30ClN3OMolar mass 399.97 g/molEC 201-508-7
(±)-Quinacrine chemical structure, C23H30ClN3O, CAS 83-89-6
2D chemical structure

Key facts

What buyers check first

Appearance
Bright yellow crystals
Melting point
248 °C
Solubility
1g in 36 ml water
HS code
293399
Category
Screening compounds
Illustrative photo, yellow pigment powder in a glass jar on a laboratory bench
Typical packagingIllustrative packaging image, not the actual product

What is (±)-Quinacrine?

Plain description, key identifiers and synonyms

Quinacrine is a member of the class of acridines that is acridine substituted by a chloro group at position 6, a methoxy group at position 2 and a [5-(diethylamino)pentan-2-yl]nitrilo group at position 9. It has a role as an antimalarial and an EC 1.8.1.12 (trypanothione-disulfide reductase) inhibitor. It is a member of acridines, an aromatic ether, an organochlorine compound and a tertiary amino compound. It derives from a hydride of an acridine.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
4-N-(6-chloro-2-methoxyacridin-9-yl)-1-N,1-N-diethylpentane-1,4-diamine
CAS number
83-89-6 CAS number cross-checked
EC number
201-508-7
Molecular formula
C23H30ClN3O
UNII
H0C805XYDE
MDL number
MFCD00242796
InChIKey
GPKJTRJOBQGKQK-UHFFFAOYSA-N
InChI
InChI=1S/C23H30ClN3O/c1-5-27(6-2)13-7-8-16(3)25-23-19-11-9-17(24)14-22(19)26-21-12-10-18(28-4)15-20(21)23/h9-12,14-16H,5-8,13H2,1-4H3,(H,25,26)
SMILES (canonical and isomeric)
CCN(CC)CCCC(C)NC1=C2C=C(C=CC2=NC3=C1C=CC(=C3)Cl)OC

Synonyms

  • quinacrine
  • mepacrine
  • atabrine
  • Acrinamine
  • Acriquine
  • Antimalarina
  • Akrichin
  • Haffkinine
  • Erion
  • Italchine
  • Quinactine
  • Mepacrina
  • Mepacrinum
  • 6-Chloro-9-((4-(diethylamino)-1-methylbutyl)amino)-2-methoxyacridine
  • 2-Methoxy-6-chloro-9-diethylaminopentylaminoacridine
  • 3-Chloro-7-methoxy-9-(1-methyl-4-diethylaminobutylamino)acridine
  • atebrin
  • 1,4-Pentanediamine, N4-(6-chloro-2-methoxy-9-acridinyl)-N1,N1-diethyl-
  • Acridine, 6-chloro-9-((4-(diethylamino)-1-methylbutyl)amino)-2-methoxy-
  • 6-Chloro-N-[5-(diethylamino)pentan-2-yl]-2-methoxyacridin-9-amine
  • 6-chloro-N-(5-(diethylamino)pentan-2-yl)-2-methoxyacridin-9-amine
  • N'-(6-chloro-2-methoxyacridin-9-yl)-N,N-diethylpentane-1,4-diamine
  • Acridine, 6-chloro-9-[[4-(diethylamino)-1-methylbutyl]amino]-2-methoxy-
  • (+-)-Quinacrine
  • Dimesylate, Quinacrine
Show all 38 synonyms
  • Monoacetate, Quinacrine
  • Monomesylate, Quinacrine
  • Hydrochloride, Quinacrine
  • Monohydrochloride, Quinacrine
  • acrichinum (for the hydrochloride)
  • acrichine
  • Quinacrine, Mepacrine
  • Quinacrine hydrochloride
  • St 439
  • (+/-)-Quinacrine
  • 4-N-(6-chloro-2-methoxyacridin-9-yl)-1-N,1-N-diethylpentane-1,4-diamine
  • Mepacrine hydrochloride
  • Quinacrine (hydrochloride,hydrate)

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
Bright yellow crystalsexp.
Melting point
248 °Cexp.
Solubility
1g in 36 ml waterexp.

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
399.97 g/molcalc.
Exact mass
399.2077 Dacalc.
LogP (octanol/water)
5.97calc.
Topological polar surface area
37.39 Ųcalc.
Hydrogen bond donors
1calc.
Hydrogen bond acceptors
4calc.
Rotatable bonds
9calc.
Heavy atoms
28calc.
Rings
3calc.
Aromatic rings
3calc.
Fraction sp3 carbons
0.44calc.
Formal charge
0calc.
Stereocentres
1calc.
Lipinski rule of five
Passes (1 violation)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, c1ccc2nc3ccccc3cc2c1

c1ccc2nc3ccccc3cc2c1

3 rings, 14 atoms, the Acridine ring system.

1,068 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

No GHS hazard classification is recorded for this substance yet. That does not mean it is harmless.

GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.

(±)-Quinacrine suppliers

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All 17 suppliers
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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

17 suppliers in 7 countries

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(±)-Quinacrine 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

Antimalarial, anthelmintic, antiprotozoal (vet).

Veterinary medication:.

Pharmacological actions

  • Anticestodal Agents
  • Antimalarials
  • Antinematodal Agents
  • Antineoplastic Agents
  • Enzyme Inhibitors

Roles

  • antiamoebic agent
  • antiinfective agent
  • antimalarial
  • antimicrobial agent
  • antimicrobial drug
  • antineoplastic agent
  • antiparasitic agent
  • antiplasmodial drug
  • antiprotozoal drug
  • enzyme inhibitor
  • pharmaceutical

Pharmacology

Quinacrine Hydrochloride is the dihydrochloride salt of the 9-aminoacridine derivative quinacrine with potential antineoplastic and antiparasitic activities. Quinacrine may inhibit the transcription and activity of both basal and inducible nuclear factor-kappaB (NF-kappaB), which may result in the induction of tumor suppressor p53 transcription, the restoration of p53-dependent apoptotic pathways, and tumor cell apoptosis. Continuous NF-kappaB signaling, present in many tumors and in chronic inflammatory processes, promotes the expression of antiapoptotic proteins and cytokines while downregulating the expression of proapoptotic proteins, such as p53.

How it is made

Prepared by condensing 1-diethylamino-4-aminopentane with 3,9-dichloro-7-methoxyacridine: F. Mietzsch, H. Mauss, German patents 553,072, 571,499 (1934), (corresponds to) US 2,113,357 (1938 to Winthrop Chemical) ... Jensch, Eisleb, US 1,782,727 (1930), Schulemann et al., US 1,889,704 (1932).

Prepared by treating quinacrine base with methanesulfonic acid in alcoholic solution and precipitation methanesulfonate with ether. (Methanesulfonate)

2,4-Dichlorobenzoyl chloride + p-anisidine + 4-amino-1-diethylaminopentane (Friedel-Crafts acylation/amine formation/reductive amination)

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 (±)-Quinacrine is traded under.

HS 2933.99Indicative HS code

Heterocyclic compounds with nitrogen hetero-atom(s) only, other

World exports in 2024
$12.1B
−31.0% vs 2023, imports $28.8B
2019 to 2024
Top exporters
  1. China30.5%
  2. India * partner reported16.3%
  3. Ireland9.0%
Top importers
  1. Slovenia31.7%
  2. Italy24.2%
  3. United States5.0%

* Partner reported figures, a lower bound.

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

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

Frequently asked questions

Quick answers about (±)-Quinacrine, based on the data on this page

What is (±)-Quinacrine?

Quinacrine is a member of the class of acridines that is acridine substituted by a chloro group at position 6, a methoxy group at position 2 and a [5-(diethylamino)pentan-2-yl]nitrilo group at position 9. It has a role as an antimalarial and an EC 1.8.1.12 (trypanothione-disulfide reductase) inhibitor.

What is the CAS number of (±)-Quinacrine?

The CAS registry number of (±)-Quinacrine is 83-89-6.

What is the molecular formula and weight of (±)-Quinacrine?

The molecular formula of (±)-Quinacrine is C23H30ClN3O and its molar mass is 399.97 g/mol.

What is (±)-Quinacrine used for?

Antimalarial, anthelmintic, antiprotozoal (vet). Veterinary medication:.

Is (±)-Quinacrine hazardous?

No GHS hazard classification for (±)-Quinacrine is recorded on CompoundList yet. That does not prove it is safe. Always read the supplier safety data sheet.

What is the HS code of (±)-Quinacrine?

(±)-Quinacrine is usually classified under HS code 293399 (Heterocyclic compounds with nitrogen hetero-atom(s) only, other). This is indicative, confirm it with your customs broker before shipping.

Where can I buy (±)-Quinacrine?

CompoundList lists 17 suppliers of (±)-Quinacrine in United States, China, Hong Kong, Spain 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 (±)-Quinacrine?

Suppliers quote (±)-Quinacrine 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 (±)-Quinacrine

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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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