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

CAS: 3548-09-2 Cat. No.: A332492 Peso molecular: 258.7 Número EC: 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

Sinónimos

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

Especificaciones y pureza

≥95%

Condiciones de almacenamiento de almacenamiento

Store at -20°C

Enviado en

Ice chest + Ice pads

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Pureza

≥95%

Propiedades del producto

• Rangos de excitación y emisión: λex 411 nm, λem 475 nm in methanol
• pKa: pKₐ: 8.69 (Predicted)
• Datos Ki: Trypanothione reductase: Ki= 7 μM (Trypanosoma cruzi)

Nombres e identificadores

• Pubchem Sid: 488182522
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488182522
• Sonrisas canónicas: 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)
• Isómeros SMILES: COC1=CC2=C(C3=C(C=C(C=C3)Cl)N=C2C=C1)N
• WGK Alemania: 3
• RTECS: AR7330000
• Peso molecular: 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
    • Clase Quinolines and derivatives
      • Subclass Benzoquinolines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Clase: 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
• Descripción: 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

Objetivos asociados (humanos)

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

T98G (1524 Activities)

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

Objetivos asociados (no humanos)

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

ScN2a (522 Activities)

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

Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: Soluble in water (partly miscible).
• Índice de refracción: n20D1.73 (Predicted)
• Peso molecular: 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

Referencias

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]