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      Chlorprothixene
      Chlorprothixene

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      This product is for research use only, not for human use. We do not sell to patients.
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      InvivoChem Cat #: V1259
      CAS #: 113-59-7 Purity ≥98%

      Description: Chlorprothixene (Paxyl; Rentovet; Truxal; Ro 4-0403; N-714; MK-184; Taractan; Tarasan), an typical antipsychotic drug of the thioxanthene class, is an antagonist of dopamine and histamine receptors with potential antipsychotic, sedative and antiemetic activity. It inhibits dopamine receptors D1, D2, D3, D5, histamin receptors H1, 5-HT2, serotonin receptors 5-HT6/7 with Ki values of 18 nM, 2.96 nM, 4.56 nM, 9 nM, 3.75 nM, 9.4 nM, 3 nM and 5.6 nM, respectively. 

      References: Bioorg Med Chem Lett. 2009 Jan 15;19(2):538-42; J Pharmacol Exp Ther. 1961 Jul;133:18-24.

      Related CAS #: 6469-93-8 (HCl)   113-59-7 (free base)

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      Molecular Weight (MW)315.86 
      FormulaC18H18ClNS 
      CAS No.113-59-7 
      Storage-20℃ for 3 years in powder form
      -80℃ for 2 years in solvent
      Solubility (In vitro)DMSO: 6 mg/mL (19 mM) 
      Water: <1 mg/mL
      Ethanol: 28 mg/mL (88.6 mM) 
      Other info

      Chemical Name: 1-Propanamine, 3-(2-chloro-9H-thioxanthen-9-ylidene)-N,N-dimethyl-, (Z)-

      InChi Key: WSPOMRSOLSGNFJ-AUWJEWJLSA-N

      InChi Code: InChI=1S/C18H18ClNS/c1-20(2)11-5-7-14-15-6-3-4-8-17(15)21-18-10-9-13(19)12-16(14)18/h3-4,6-10,12H,5,11H2,1-2H3/b14-7-

      SMILES Code: CN(C)CC/C=C1C2=C(SC3=C\1C=CC=C3)C=CC(Cl)=C2           

      Synonyms

      MK 184; N 714; N 714C; NSC 1872;0 Paxyl; Rentovet; Ro 4-0403; N-714; MK-184; Taractan; Tarasan; Chlorprothixene


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      In Vitro

      In vitro activity: Chlorprothixene exerts strong binding affinities to the dopamine and histamine receptors, such as D1, D2, D3, D5 and H1 with Ki values of 18nM, 2.96 nM, 4.56 nM, 9 nM and 3.75 nM, respectively, but has little affinity to H3 (Ki >1000 nM). Chlorprothixene also shows high affinities for both rat 5-HT6 from stably transfected HEK-293 cells, and rat 5-HT7 receptors from transiently expressed COS-7 cells, with Ki values of 3 nM and 5.6 nM, respectively. Administration of chlorprothixene results in inhibition of SARS-CoV replication in Vero 76 cells, with IC50 of 16.7 μM for Urbani strain, 13.0 μM for Frankfurt-1, 18.5 μM for CHUK-W1 and 15.8 μM for Toronto-2. There are similar to those detected with promazine.

      In VivoChlorprothixene blocks postsynaptic mesolimbic dopaminergic D1 and D2 receptors in the brain depressing the release of hypothalamic and hypophyseal hormones. High dose of chlorprothixene inhibits the protection afforded by iproniazid against the reserpine-induced release of catecholamines in adrenal medulla and brain as well as the decrease of 5HT, NE and DA due to reserpine or iproniazid in rat brain. Administration of Chlorprothixene restores normal ceramide concentrations in murine bronchial epithelial cells, reduces inflammation in the lungs of mice with cystic fibrosis (CF) and prevents infection with Pseudomonas aeruginosa, by inhibiting acidsphingomyelinase (Asm) and not neutral sphingomyelinase (Nsm).  
      Animal modelB6.129P2 (CF/3)-CftrTgH(neoim)Hgu (abbreviated CFMHH) congenic mice. 
      Formulation & DosageDissolved in 0.9% NaCl solution, final concentration 8 mg/L; 1 mL every time; Five 10-minute inhalations, every 12 hours 
      References

      Bioorg Med Chem Lett. 2009 Jan 15;19(2):538-42; J Pharmacol Exp Ther. 1961 Jul;133:18-24. 

      These protocols are for reference only. InvivoChem does not independently validate these methods.

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