(3Z)-3-(2-chloro-9H-thioxanthen-9-ylidene)-N,N-dimethylpropan-1-amine
chlorprothixene
CAS: 113-59-7
Molecular Formula: C18H18ClNS
(3Z)-3-(2-chloro-9H-thioxanthen-9-ylidene)-N,N-dimethylpropan-1-amine - Names and Identifiers
(3Z)-3-(2-chloro-9H-thioxanthen-9-ylidene)-N,N-dimethylpropan-1-amine - Physico-chemical Properties
| Molecular Formula | C18H18ClNS |
| Molar Mass | 315.86 |
| Density | 1.1048 (rough estimate) |
| Melting Point | 97-98° |
| Boling Point | 160 °C(Press: 0.04 Torr) |
| Flash Point | 216.9°C |
| Water Solubility | 385.8ug/L(22.5 ºC) |
| Solubility | DMSO 6 mg/mL Water <1 mg/mL Ethanol 28 mg/mL |
| Vapor Presure | 9.06E-08mmHg at 25°C |
| Appearance | White to light yellow powder |
| Color | White to Orange to Green |
| pKa | pKa 8.4(H2O) (Uncertain) |
| Storage Condition | Inert atmosphere,2-8°C |
| Refractive Index | 1.6000 (estimate) |
| MDL | MFCD01941605 |
| Physical and Chemical Properties | Properties: light yellow crystalline powder; Odorless, tasteless Melting Point: 96-99 ℃ |
| Use | As a thioanthracene antipsychotic |
| In vitro study | Chlorprothixene has strong binding with dopamine and histamine receptors, such as D1, D2, D3, D5, and H1, K I values of 18nM, 2.96 nM, 4.56 nM, 9 nM, respectively, and 3.75 nM, but the affinity for H3 is not strong, K I> 1000 nM. Chlorprothixene also had high affinity with mouse 5-HT6 receptor stably transfected with HEK-293 cells, and mouse 5-HT7 receptor transiently expressed with COS-7 cells, with K I values of 3 nM and 5.6 nM, respectively. Treatment of Vero 76 cells with Chlorprothixene resulted in inhibition of SARS-CoV replication. |
| In vivo study | Clorprothixene acts on the brain, inhibits dopaminergic D1 and D2 receptors at the postsynaptic midbrain border, reduces the release of hypothalamic and pituitary hormones. Excessive amount of chrorprothixene acts on the adrenal medulla and brain, inhibits the protection provided by iproniazid on the release of Catecholamines induced by Reserpine, and acts on the mouse brain, reducing 5HT, NE and DA. Treatment of mouse bronchial epithelial cells with cholprothixene to repair normal sphingosine concentrations and reduce pulmonary cystic fibrosis by inhibiting acid sphingomyelinase (Asm) but not Neutral sphingomyelinase (Nsm) (CF) inflammation occurs in mice and prevents infection with Pseudomonas aeruginosa. |
(3Z)-3-(2-chloro-9H-thioxanthen-9-ylidene)-N,N-dimethylpropan-1-amine - Risk and Safety
| Toxicity | LD50 oral in rabbit: 182mg/kg |
(3Z)-3-(2-chloro-9H-thioxanthen-9-ylidene)-N,N-dimethylpropan-1-amine - Introduction
Chlorprothixene has strong binding forces with dopamine and histamine receptors such as D1, D2, D3, D5, H1, 5-HT2, 5-HT6, and 5-HT7, with Ki values of 18nM, 2.96 nM, 4.56 nM, 9 nM, 3.75 nM, 9.4 nM, 3 nM, and 5.6 nM, respectively.
Last Update：2022-10-16 17:12:18
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