Fluphenazine hydrochloride - ≥95% , Dopamine D2 receptor antagonist, CAS No.146-56-5, Dopamine D2 receptor antagonist

CAS: 146-56-5 Cat. No.: F276205 Molecular Weight: 510.44 EC Number: 205-674-1 PubChem CID: 67356

GRADE & PURITY ≥95%

Synonyms

1-(2-Hydroxyethyl)-4-(3-(2-trifluoromethyl-10-phenothiazinylpropyl)piperazine dihydrochloride | 1-Piperazineethanol, 4-(3-(2-(trifluoromethyl)phenothiazin-10-yl)propyl)-, dihydrochloride | CCRIS 4032 | 1-Piperazineethanol, 4-(3-(2-(trifluoromethyl)-10H-ph

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

Product description：

Fluphenazine dihydrochloride is a phenothiazine-class D1DR and D2DR inhibitor; used to deliver Fluphenazine to biological systems in studies probing the effects and metabolic fates of this commonly used dopamine antagonist.

Specifications

Synonyms

1-(2-Hydroxyethyl)-4-(3-(2-trifluoromethyl-10-phenothiazinylpropyl)piperazine dihydrochloride | 1-Piperazineethanol, 4-(3-(2-(trifluoromethyl)phenothiazin-10-yl)propyl)-, dihydrochloride | CCRIS 4032 | 1-Piperazineethanol, 4-(3-(2-(trifluoromethyl)-10H-ph

Specifications & Purity

≥95%

Biochemical and Physiological Mechanisms

Potent dopamine D 2 /D 1 receptor antagonist (K i values are 0.4 (D 2 ), 2.3 (D 1 ), 1.4 (D 3 ), 7.1 (D 4 ) and 25 nM (D 5 )). Inhibits dopamine-induced increases in adenylate cyclase activity (K i = 9 nM). Antipsychotic. Active in vivo .

Source

Synthetic

Storage

Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

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

Action Type

ANTAGONIST

Mechanism of action

Dopamine D2 receptor antagonist

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

≥95%

Names and Identifiers

• Pubchem Sid: 504754152
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504754152
• Canonical Smiles: C1CN(CCN1CCCN2C3=CC=CC=C3SC4=C2C=C(C=C4)C(F)(F)F)CCO.Cl.Cl
• IUPAC Name: 2-[4-[3-[2-(trifluoromethyl)phenothiazin-10-yl]propyl]piperazin-1-yl]ethanol;dihydrochloride
• InChIKey: MBHNWCYEGXQEIT-UHFFFAOYSA-N
• INCHI: 1S/C22H26F3N3OS.2ClH/c23-22(24,25)17-6-7-21-19(16-17)28(18-4-1-2-5-20(18)30-21)9-3-8-26-10-12-27(13-11-26)14-15-29;;/h1-2,4-7,16,29H,3,8-15H2;2*1H
• Isomeric SMILES: C1CN(CCN1CCCN2C3=CC=CC=C3SC4=C2C=C(C=C4)C(F)(F)F)CCO.Cl.Cl
• PubChem CID: 67356
• Molecular Weight: 510.44

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Benzothiazines
      • Subclass Phenothiazines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Benzothiazines
• Subclass: Phenothiazines
• Intermediate Tree Nodes: Not available
• Direct Parent: Phenothiazines
• Alternative Parents: Alkyldiarylamines Diarylthioethers N-alkylpiperazines Benzenoids 1,4-thiazines Trialkylamines 1,2-aminoalcohols Azacyclic compounds Primary alcohols Organopnictogen compounds Organofluorides Hydrochlorides Hydrocarbon derivatives Alkyl fluorides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Phenothiazine - Alkyldiarylamine - Diarylthioether - Aryl thioether - Tertiary aliphatic/aromatic amine - N-alkylpiperazine - Para-thiazine - 1,4-diazinane - Benzenoid - Piperazine - 1,2-aminoalcohol - Tertiary aliphatic amine - Tertiary amine - Alkanolamine - Azacycle - Thioether - Organic nitrogen compound - Primary alcohol - Hydrochloride - Organooxygen compound - Organonitrogen compound - Organofluoride - Organohalogen compound - Hydrocarbon derivative - Amine - Alkyl halide - Alkyl fluoride - Organopnictogen compound - Alcohol - Organic oxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as phenothiazines. These are polycyclic aromatic compounds containing a phenothiazine moiety, which is a linear tricyclic system that consists of a two benzene rings joined by a para-thiazine 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)

CYP1A2 Tchem Cytochrome P450 1A2 (0 Activities)

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CYP2D6 Tclin Cytochrome P450 2D6 (0 Activities)

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DRD1 Tclin D(1A) dopamine receptor (0 Activities)

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DRD2 Tclin D(2) dopamine receptor (0 Activities)

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HRH1 Tclin Histamine H1 receptor (0 Activities)

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SLC6A4 Tclin Sodium-dependent serotonin transporter (0 Activities)

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SIGMAR1 Tclin Sigma non-opioid intracellular receptor 1 (0 Activities)

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DRD3 Tclin D(3) dopamine receptor (0 Activities)

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DRD5 Tchem D(1B) dopamine receptor (0 Activities)

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ADRA2B Tclin Alpha-2B adrenergic receptor (0 Activities)

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ADRA2C Tclin Alpha-2C adrenergic receptor (0 Activities)

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HTR2A Tclin 5-hydroxytryptamine receptor 2A (0 Activities)

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ADRA2A Tclin Alpha-2A adrenergic receptor (0 Activities)

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ADRA1D Tclin Alpha-1D adrenergic receptor (0 Activities)

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HTR2C Tclin 5-hydroxytryptamine receptor 2C (0 Activities)

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HTR6 Tchem 5-hydroxytryptamine receptor 6 (0 Activities)

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HTR2B Tclin 5-hydroxytryptamine receptor 2B (0 Activities)

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KCNK2 Tclin Potassium channel subfamily K member 2 (0 Activities)

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KCNH2 Tclin Potassium voltage-gated channel subfamily H member 2 (0 Activities)

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KCNH2 Tclin HERG (29587 Activities)

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GLA Tclin Alpha-galactosidase A (5444 Activities)

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GBA1 Tclin Beta-glucocerebrosidase (14647 Activities)

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ALOX15B Tchem Arachidonate 15-lipoxygenase, type II (7244 Activities)

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CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)

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HEK293 (82097 Activities)

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HepG2 (196354 Activities)

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TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

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USP2 Tbio Ubiquitin carboxyl-terminal hydrolase 2 (8818 Activities)

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SMN1 Tchem Survival motor neuron protein (34246 Activities)

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LMNA Tbio Prelamin-A/C (36751 Activities)

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GMNN Tbio Geminin (128009 Activities)

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PMP22 Tbio Peripheral myelin protein 22 (699 Activities)

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MPHOSPH8 Tbio M-phase phosphoprotein 8 (656 Activities)

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USP1 Tchem Ubiquitin carboxyl-terminal hydrolase 1 (22556 Activities)

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

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Associated Targets(non-human)

Mapk1 MAP kinase ERK2 (650 Activities)

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Pseudomonas aeruginosa (123386 Activities)

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Klebsiella pneumoniae (43867 Activities)

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Staphylococcus aureus (210822 Activities)

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Acinetobacter baumannii (41033 Activities)

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Escherichia coli (133304 Activities)

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Plasmodium falciparum (966862 Activities)

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Cryptococcus neoformans (21258 Activities)

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Candida albicans (78123 Activities)

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Rattus norvegicus (775804 Activities)

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Npsr1 Neuropeptide S receptor (260 Activities)

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rep Replicase polyprotein 1ab (378 Activities)

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Mapt Microtubule-associated protein tau (6 Activities)

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Impa1 Inositol monophosphatase 1 (16203 Activities)

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FTL Ferritin light chain (43324 Activities)

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nfo Endonuclease 4 (425 Activities)

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NS1 Nonstructural protein 1 (33327 Activities)

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SARS-CoV-2 (38078 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water to 100 mM
• Melt Point(°C): 227 °C
• Molecular Weight: 510.400 g/mol
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 6
• Exact Mass: 509.128 Da
• Monoisotopic Mass: 509.128 Da
• Topological Polar Surface Area: 55.300 Ų
• Heavy Atom Count: 32
• Formal Charge: 0
• Complexity: 544.000
• 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: 3

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