Arbidol HCl - ≥99% , CAS No.131707-23-8

CAS: 131707-23-8 Cat. No.: A129366 Molecular Weight: 513.88 EC Number: 680-680-9

GRADE & PURITY ≥99%

Synonyms

Umifenovir hydrochloride | 3',4',5',6',7',8'-hexahydro-1'H-spiro[cyclohexane-1,2'-quinazoline]-4'-one | SW154718-2 | SR-01000407641-1 | MFCD00344795 | FT-0679910 | Umifenovir HCl; Umifenovir hydrochloride | ethyl 6-bromo-4-((dimethylamino)methyl)-5-hydrox

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Specifications

Synonyms

Umifenovir hydrochloride | 3', 4', 5', 6', 7', 8'-hexahydro-1'H-spiro[cyclohexane-1, 2'-quinazoline]-4'-one | SW154718-2 | SR-01000407641-1 | MFCD00344795 | FT-0679910 | Umifenovir HCl; Umifenovir hydrochloride | ethyl 6-bromo-4-((dimethylamino)methyl)-5-hydrox

Specifications & Purity

≥99%

Biochemical and Physiological Mechanisms

Broad-spectrum indole-based antiviral that has demonstrated activity against a number of enveloped and non-enveloped viruses. Used clinically to treat influenza.

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.

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥99%

Names and Identifiers

• Canonical Smiles: CCOC(=O)C1=C(N(C2=CC(=C(C(=C21)CN(C)C)O)Br)C)CSC3=CC=CC=C3.Cl
• IUPAC Name: ethyl 6-bromo-4-[(dimethylamino)methyl]-5-hydroxy-1-methyl-2-(phenylsulfanylmethyl)indole-3-carboxylate;hydrochloride
• InChIKey: OMZHXQXQJGCSKN-UHFFFAOYSA-N
• INCHI: 1S/C22H25BrN2O3S.ClH/c1-5-28-22(27)20-18(13-29-14-9-7-6-8-10-14)25(4)17-11-16(23)21(26)15(19(17)20)12-24(2)3;/h6-11,26H,5,12-13H2,1-4H3;1H
• Isomeric SMILES: CCOC(=O)C1=C(N(C2=CC(=C(C(=C21)CN(C)C)O)Br)C)CSC3=CC=CC=C3.Cl
• WGK Germany: 3
• Molecular Weight: 513.88
• Reaxy-Rn: 5469513
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=5469513&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Indoles and derivatives
      • Subclass Indolecarboxylic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Indoles and derivatives
• Subclass: Indolecarboxylic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Indolecarboxylic acids and derivatives
• Alternative Parents: Hydroxyindoles N-alkylindoles Indoles Thiophenol ethers Pyrrole carboxylic acids and derivatives O-bromophenols Alkylarylthioethers Aralkylamines Aryl bromides Benzene and substituted derivatives N-methylpyrroles Heteroaromatic compounds Vinylogous amides Carboxylic acid esters Amino acids and derivatives Trialkylamines Sulfenyl compounds Azacyclic compounds Organooxygen compounds Hydrochlorides Hydrocarbon derivatives Organobromides Organic oxides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Indolecarboxylic acid derivative - N-alkylindole - Hydroxyindole - Indole - 2-halophenol - Aryl thioether - 2-bromophenol - Pyrrole-3-carboxylic acid or derivatives - Thiophenol ether - Phenol - Alkylarylthioether - Aralkylamine - Benzenoid - Aryl bromide - Aryl halide - Monocyclic benzene moiety - N-methylpyrrole - Substituted pyrrole - Vinylogous amide - Heteroaromatic compound - Pyrrole - Amino acid or derivatives - Tertiary aliphatic amine - Carboxylic acid ester - Tertiary amine - Thioether - Carboxylic acid derivative - Azacycle - Sulfenyl compound - Organonitrogen compound - Organobromide - Organohalogen compound - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Organic nitrogen compound - Hydrochloride - Organooxygen compound - Organosulfur compound - Amine - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as indolecarboxylic acids and derivatives. These are compounds containing a carboxylic acid group (or a derivative thereof) linked to an indole.
• 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(non-human)

Influenza B virus (2113 Activities)

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

Influenza A virus (11224 Activities)

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

MDCK (10148 Activities)

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in Chloroform (3 mg/ml) and Methanol (5 mg/ml); DMSO 103 mg/mL Water <1 mg/mL Ethanol 22 mg/mL
• Sensitivity: Moisture sensitive
• Melt Point(°C): 133-137°C
• Molecular Weight: 513.900 g/mol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 512.054 Da
• Monoisotopic Mass: 512.054 Da
• Topological Polar Surface Area: 80.000 Ų
• Heavy Atom Count: 30
• Formal Charge: 0
• Complexity: 546.000
• 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: 2

XLogP3

References

1. Ziwei Guo, Huan He, Kunqian Liu, Shicheng Yang, Zihui Li, Chaochao Lai, Zhicheng Liao, Xiaomin Ren, Bin Huang, Xuejun Pan.  (2023)  Sunlight-induced degradation of COVID-19 antivirals arbidol in natural aquatic environments: Mechanisms, pathways and toxicity.  JOURNAL OF ENVIRONMENTAL MANAGEMENT,      [PMID:37769471] [10.1016/j.jenvman.2023.119113]

2. Runhong Zhou, Jianan Hu, Jingnan Qiu, Shengsheng Lu, Haixing Lin, Ruifeng Huang, Shaofen Zhou, Guoqing Huang, Jian He.  (2023)  Phenolic compound SG-1 from Balanophora harlandii and its derivatives exert anti-influenza A virus activity via activation of the Nrf2/HO-1 pathway.  BIOCHEMICAL PHARMACOLOGY,      [PMID:36918045] [10.1016/j.bcp.2023.115495]