9-Amino-6-chloro-2-methoxyacridine - ≥95% , CAS No.3548-09-2

CAS: 3548-09-2 Cat. No.: A332492 Molecular Weight: 258.7 EC Number: 636-858-3

GRADE & PURITY ≥95%

Synonyms

9-amino-3-chloro-7-methoxyacridine | PD057853 | 6-Chloro-2-methoxyacridine-9-ylamine | 9-amino-2-methoxy-6-chloroacridine | NSC15300 | NSC-15300 | DTXSID90188987 | G-185 | ACMA | 9-Amino-6-chloro-2-methoxyacridine | G 185 | NSC 15300 | BIDD:GT0515 | D8536

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Specifications

Synonyms

9-amino-3-chloro-7-methoxyacridine | PD057853 | 6-Chloro-2-methoxyacridine-9-ylamine | 9-amino-2-methoxy-6-chloroacridine | NSC15300 | NSC-15300 | DTXSID90188987 | G-185 | ACMA | 9-Amino-6-chloro-2-methoxyacridine | G 185 | NSC 15300 | BIDD:GT0515 | D8536

Specifications & Purity

≥95%

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥95%

Product Properties

• Excitation and Emision Ranges: λex 411 nm, λem 475 nm in methanol
• pKa: pKₐ: 8.69 (Predicted)
• Ki Data: Trypanothione reductase: Ki= 7 μM (Trypanosoma cruzi)

Names and Identifiers

• Pubchem Sid: 488182522
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488182522
• Canonical Smiles: COC1=CC2=C(C3=C(C=C(C=C3)Cl)N=C2C=C1)N
• IUPAC Name: 6-chloro-2-methoxyacridin-9-amine
• InChIKey: IHHSSHCBRVYGJX-UHFFFAOYSA-N
• INCHI: 1S/C14H11ClN2O/c1-18-9-3-5-12-11(7-9)14(16)10-4-2-8(15)6-13(10)17-12/h2-7H,1H3,(H2,16,17)
• Isomeric SMILES: COC1=CC2=C(C3=C(C=C(C=C3)Cl)N=C2C=C1)N
• WGK Germany: 3
• RTECS: AR7330000
• Molecular Weight: 258.7
• Reaxy-Rn: 226315
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=226315&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Quinolines and derivatives
      • Subclass Benzoquinolines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Quinolines and derivatives
• Subclass: Benzoquinolines
• Intermediate Tree Nodes: Not available
• Direct Parent: Acridines
• Alternative Parents: Chloroquinolines 4-aminoquinolines Anisoles Aminopyridines and derivatives Alkyl aryl ethers Aryl chlorides Heteroaromatic compounds Azacyclic compounds Primary amines Organopnictogen compounds Organochlorides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Acridine - 4-aminoquinoline - Haloquinoline - Aminoquinoline - Chloroquinoline - Anisole - Alkyl aryl ether - Aminopyridine - Benzenoid - Pyridine - Aryl chloride - Aryl halide - Heteroaromatic compound - Azacycle - Ether - Organic nitrogen compound - Organohalogen compound - Organochloride - Organonitrogen compound - Organooxygen compound - Primary amine - Hydrocarbon derivative - Organopnictogen compound - Amine - Organic oxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as acridines. These are organic compounds containing the acridine moiety, a linear tricyclic heterocycle which consists of two benzene rings joined by a pyridine ring.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

PRNP Tchem Prion protein (409 Activities)

Discover Target: PRNP

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MGMT Tchem 6-O-methylguanine-DNA methyltransferase (451 Activities)

Discover Target: MGMT

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Panel NCI-60 (60 carcinoma cell lines) (1088 Activities)

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T98G (1524 Activities)

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Associated Targets(non-human)

pol Human immunodeficiency virus type 1 reverse transcriptase (18245 Activities)

Discover Target: pol

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

TPR Trypanothione reductase (189 Activities)

Discover Target: TPR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HT-22 (3261 Activities)

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ScN2a (522 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water (partly miscible).
• Refractive Index: n20D1.73 (Predicted)
• Molecular Weight: 258.700 g/mol
• XLogP3: 3.400
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 258.056 Da
• Monoisotopic Mass: 258.056 Da
• Topological Polar Surface Area: 48.100 Ų
• Heavy Atom Count: 18
• Formal Charge: 0
• Complexity: 302.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Xinda Li, Xiaoyi Luo, Bin Wang, Lei Fu, Xi Chen, Yu Lu.  (2025)  Sudapyridine (WX-081) inhibits Mycobacterium tuberculosis by targeting ATP synthase and upregulating host innate immunity.  mSphere,      [PMID:40396746] [10.1128/msphere.00149-25]