Cas no 86-38-4 (6,9-dichloro-2-methoxy-acridine)

6,9-Dichloro-2-methoxyacridine is a heterocyclic organic compound featuring an acridine core substituted with chlorine atoms at the 6 and 9 positions and a methoxy group at the 2 position. This structure imparts unique electronic and steric properties, making it valuable in synthetic chemistry and materials science. The dichloro substitutions enhance its reactivity in cross-coupling reactions, while the methoxy group contributes to solubility and stability. It serves as a versatile intermediate for pharmaceuticals, agrochemicals, and fluorescent dyes due to its rigid planar framework and tunable photophysical characteristics. Its high purity and well-defined structure ensure reproducibility in research and industrial applications, particularly in the development of bioactive molecules and optoelectronic materials.
6,9-dichloro-2-methoxy-acridine structure
86-38-4 structure
Product Name:6,9-dichloro-2-methoxy-acridine
CAS No:86-38-4
MF:C14H9Cl2NO
MW:278.133361577988
MDL:MFCD00005028
CID:34375
PubChem ID:66577
Update Time:2025-07-02

6,9-dichloro-2-methoxy-acridine Chemical and Physical Properties

Names and Identifiers

    • 6,9-Dichloro-2-methoxyacridine
    • 3,9-Dichloro-7-methoxyacridine
    • 2-Methoxy-6,9-dichloroacridine
    • 6,9-dichloro-3-methoxyacridine
    • 6.9-dichloro-2-methoxyacridine
    • Acridine,9-dichloro-2-methoxy
    • BIDD:GT0206
    • Halocrin
    • Halocrine
    • RYRNQWYNHLLOGX-UHFFFAOYSA-N
    • Acridine,9-dichloro-2-methoxy-
    • NSC2951
    • Acridine, 6,9-dichloro-2-methoxy-
    • 6,9dichloro-2-methoxyacridine
    • AMPD00149
    • NSC2095
    • SBB054739
    • BBL027493
    • 3518AC
    • STK793152
    • NE10372
    • AS-36170
    • NSC 2095
    • EN300-17028
    • AKOS001073195
    • AM85929
    • EINECS 201-666-7
    • SCHEMBL2448633
    • NSC-2951
    • MFCD00005028
    • FT-0620879
    • 3,9-dichlor-7-methoxyacridin
    • 86-38-4
    • NSC-2095
    • L7V65XW6XU
    • CS-W012297
    • CHEMBL4443373
    • SY026856
    • UNII-L7V65XW6XU
    • DTXSID60235331
    • NSC 2951
    • 6,9-Dichloro-2-methoxyacridine, 97%
    • 6,9-dichloro-2-methoxy-acridine
    • 6,9-Dichloro-2-methoxyacridine (ACI)
    • NS00039124
    • DTXCID60157822
    • MDL: MFCD00005028
    • Inchi: 1S/C14H9Cl2NO/c1-18-9-3-5-12-11(7-9)14(16)10-4-2-8(15)6-13(10)17-12/h2-7H,1H3
    • InChI Key: RYRNQWYNHLLOGX-UHFFFAOYSA-N
    • SMILES: ClC1C=C2N=C3C(=C(C2=CC=1)Cl)C=C(OC)C=C3
    • BRN: 226309

Computed Properties

  • Exact Mass: 277.00600
  • Monoisotopic Mass: 277.006
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 1
  • Complexity: 302
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 22.1
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 4.8

Experimental Properties

  • Color/Form: Needle like crystals.
  • Density: 1.399 g/cm3
  • Melting Point: 163-165?°C (lit.)
  • Boiling Point: 444.3℃ at 760 mmHg
  • Flash Point: 222.5 oC
  • Refractive Index: 1.696
  • Water Partition Coefficient: Insoluble in water.
  • PSA: 22.12000
  • LogP: 4.70340
  • Solubility: Soluble in alcohol \ benzene \ toluene, slightly soluble in ether \ ketone

6,9-dichloro-2-methoxy-acridine Security Information

6,9-dichloro-2-methoxy-acridine Customs Data

  • HS CODE:2933990090
  • Customs Data:

    China Customs Code:

    2933990090

    Overview:

    2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

6,9-dichloro-2-methoxy-acridine Pricemore >>

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XI GE MA AO DE LI QI ( SHANG HAI ) MAO YI Co., Ltd.
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6,9-dichloro-2-methoxy-acridine Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Potassium carbonate ,  Copper Solvents: Dimethylformamide ;  4 h, 130 °C
2.1 Reagents: Phosphorus oxychloride ;  2 h, 105 °C
Reference
Design, synthesis and biological evaluation of novel phthalazinone acridine derivatives as dual PARP and Topo inhibitors for potential anticancer agents
Dai, Qiuzi; et al, Chinese Chemical Letters, 2020, 31(2), 404-408

Production Method 2

Reaction Conditions
1.1 Reagents: Phosphorus oxychloride ;  3 h, 130 °C
Reference
Novel synthetic 9-benzyloxyacridine analogue as both tyrosine kinase and topoisomerase I inhibitor
Lang, Xu-Liang; et al, Chinese Chemical Letters, 2013, 24(8), 677-680

Production Method 3

Reaction Conditions
1.1 Reagents: Phosphorus oxychloride ;  3 h, 130 °C
Reference
Exploration of acridine scaffold as a potentially interesting scaffold for discovering novel multi-target VEGFR-2 and Src kinase inhibitors
Luan, Xudong; et al, Bioorganic & Medicinal Chemistry, 2011, 19(11), 3312-3319

Production Method 4

Reaction Conditions
1.1 Reagents: Potassium carbonate Catalysts: Copper Solvents: Dimethylformamide ;  overnight, 130 °C
1.2 Reagents: Phosphorus oxychloride Solvents: Dimethylformamide ;  3 - 5 h, reflux; reflux → rt
1.3 Reagents: Sodium hydroxide Solvents: Water ;  pH 8, cooled
Reference
Design, synthesis and biological research of novel N-phenylbenzamide-4-methylamine acridine derivatives as potential topoisomerase I/II and apoptosis-inducing agents
Zhang, Bin; et al, Bioorganic & Medicinal Chemistry Letters, 2019, 29(23),

Production Method 5

Reaction Conditions
1.1 Reagents: Pyridine ,  Potassium carbonate Catalysts: Copper Solvents: 1-Pentanol ;  overnight, 130 °C; 130 °C → rt
1.2 Reagents: Hydrochloric acid Solvents: Water ;  < pH 5, rt
2.1 Reagents: Phosphorus oxychloride ;  5 h, 120 °C
Reference
A scalable process for the synthesis of key intermediates novoldiamine & hydroxynovaldiamine and their utility in chloroquine, hydroxychloroquine and mepacrine synthesis
Chouhan, N. K.; et al, Synthetic Communications, 2022, 52(7), 1004-1011

Production Method 6

Reaction Conditions
1.1 Reagents: BINAP Catalysts: Palladium diacetate
1.2 Reagents: Barium hydroxide, octahydrate Solvents: Methanol ;  rt → 80 °C; 2 h, 80 °C
1.3 Reagents: Phosphorus oxychloride
Reference
A convenient procedure for parallel ester hydrolysis
Anderson, Marc O.; et al, Synlett, 2004, (13), 2391-2393

Production Method 7

Reaction Conditions
1.1 Reagents: Pyridine ,  Potassium carbonate Catalysts: Bronze Solvents: 1-Pentanol ;  5 h, reflux; reflux → rt
1.2 Reagents: Hydrochloric acid Solvents: Water ;  < pH 7, rt
2.1 Solvents: Phosphorus oxychloride ;  6 h, reflux; reflux → rt
2.2 Reagents: Ammonia Solvents: Chloroform ,  Water ;  pH 8
Reference
Convenient access to substituted acridines by a Buchwald-Hartwig amination
Csuk, Rene; et al, Tetrahedron, 2004, 60(27), 5737-5750

6,9-dichloro-2-methoxy-acridine Raw materials

6,9-dichloro-2-methoxy-acridine Preparation Products

6,9-dichloro-2-methoxy-acridine Suppliers

Suzhou Senfeida Chemical Co., Ltd
Gold Member
Audited Supplier Audited Supplier
(CAS:86-38-4)6,9-Dichloro-2-methoxyacridine
Order Number:sfd2904
Stock Status:in Stock
Quantity:200kg
Purity:99.9%
Pricing Information Last Updated:Friday, 19 July 2024 14:33
Price ($):discuss personally

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Suzhou Senfeida Chemical Co., Ltd
(CAS:86-38-4)6,9-Dichloro-2-methoxyacridine
sfd2904
Purity:99.9%
Quantity:200kg
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