Anpirtoline hydrochloride - ≥99% , CAS No.98330-05-3

CAS: 98330-05-3 Cat. No.: A336026 Molecular Weight: 265.2

GRADE & PURITY ≥99%

Synonyms

Tox21_110922 | 2-chloro-6-(piperidin-4-ylsulfanyl)pyridine | Anpirtolina | BRD-K55424922-001-01-4 | CHEBI:92968 | NCGC00024740-04 | UNII-32K9S228IK | DTXCID5025659 | PYRIDINE,2-CHLORO-6-(4-PIPERIDINYLTHIO)- | CAS-98330-05-3 | PDSP2_001381 | SCHEMBL398427

Storage

Room temperature

Shipped In

Normal

Overview

Anpirtoline hydrochloride is a selective agonist of SR-1B. Anpirtoline shows strong selectivity at SR-1B (K|i|= 28 nM) over the SR-1A (K|i|= 150 nM) and SR-2 (K|i|= 1.49 μM) serotonin receptor subtypes. Anpirtoline is also described to produce antagonism at the SR-3 (K|i|= 29.5 nM).

Specifications

Synonyms

Tox21_110922 | 2-chloro-6-(piperidin-4-ylsulfanyl)pyridine | Anpirtolina | BRD-K55424922-001-01-4 | CHEBI:92968 | NCGC00024740-04 | UNII-32K9S228IK | DTXCID5025659 | PYRIDINE, 2-CHLORO-6-(4-PIPERIDINYLTHIO)- | CAS-98330-05-3 | PDSP2_001381 | SCHEMBL398427

Specifications & Purity

≥99%

Storage

Room temperature

Shipped In

Normal

Purity

≥99%

Product Properties

• Ki Data: 5-HT1B receptor: Ki= 28 nM; 5-HT1A receptor: Ki= 150 nM; 5-HT2 receptor: Ki= 1490 nM; 5-HT3 receptor: Ki= 29.5 nM

Names and Identifiers

• Canonical Smiles: C1CNCCC1SC2=NC(=CC=C2)Cl
• IUPAC Name: 2-chloro-6-piperidin-4-ylsulfanylpyridine
• InChIKey: GGALEXMXDMUMDM-UHFFFAOYSA-N
• INCHI: 1S/C10H13ClN2S/c11-9-2-1-3-10(13-9)14-8-4-6-12-7-5-8/h1-3,8,12H,4-7H2
• Isomeric SMILES: C1CNCCC1SC2=NC(=CC=C2)Cl
• Molecular Weight: 265.2
• Reaxy-Rn: 8203981
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=8203981&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organosulfur compounds
    • Class Thioethers
      • Subclass Aryl thioethers

• Kingdom: Organic compounds
• Superclass: Organosulfur compounds
• Class: Thioethers
• Subclass: Aryl thioethers
• Intermediate Tree Nodes: Not available
• Direct Parent: Aryl thioethers
• Alternative Parents: Alkylarylthioethers 2-halopyridines Piperidines Aryl chlorides Heteroaromatic compounds Sulfenyl compounds Dialkylamines Azacyclic compounds Organopnictogen compounds Organochlorides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Aryl thioether - 2-halopyridine - Alkylarylthioether - Aryl chloride - Aryl halide - Piperidine - Pyridine - Heteroaromatic compound - Secondary aliphatic amine - Azacycle - Secondary amine - Sulfenyl compound - Organoheterocyclic compound - Organonitrogen compound - Organochloride - Organohalogen compound - Hydrocarbon derivative - Organic nitrogen compound - Organopnictogen compound - Amine - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as aryl thioethers. These are organosulfur compounds containing a thioether group that is substituted by an aryl group.
• 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)

CYP2D6 Tclin Cytochrome P450 2D6 (33882 Activities)

Discover Target: CYP2D6

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CYP1A2 Tchem Cytochrome P450 1A2 (26471 Activities)

Discover Target: CYP1A2

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

CYP2C9 Tchem Cytochrome P450 2C9 (32119 Activities)

Discover Target: CYP2C9

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

CYP2C19 Tchem Cytochrome P450 2C19 (29246 Activities)

Discover Target: CYP2C19

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CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)

Discover Target: CYP3A4

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APEX1 Tchem DNA-(apurinic or apyrimidinic site) lyase (38016 Activities)

Discover Target: APEX1

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TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

Discover Target: TDP1

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PMP22 Tbio Peripheral myelin protein 22 (699 Activities)

Discover Target: PMP22

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MEN1 Tchem Menin/Histone-lysine N-methyltransferase MLL (48157 Activities)

Discover Target: MEN1

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Associated Targets(non-human)

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

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Plasmodium falciparum (966862 Activities)

Explore this target

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rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water (25 mg/ml), and DMSO (100 mM).
• Boil Point(°C): 364.1° C at 760 mmHg (Predicted)
• Melt Point(°C): 126-128° C
• Molecular Weight: 228.740 g/mol
• XLogP3: 2.800
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 228.049 Da
• Monoisotopic Mass: 228.049 Da
• Topological Polar Surface Area: 50.200 Ų
• Heavy Atom Count: 14
• Formal Charge: 0
• Complexity: 174.000
• 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. Shutao Wang, Shiyu Liu, Xiange Che, Zhifang Wang, Jingkun Zhang, Deming Kong.  (2019)  Recognition of polycyclic aromatic hydrocarbons using fluorescence spectrometry combined with bird swarm algorithm optimization support vector machine.  SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,      [PMID:31374351] [10.1016/j.saa.2019.117404]