Basic information
- CAS
20229-30-5- Standard SMILES
CSc1ccc2c(c1)C(N1CCN(C)CC1)Cc1ccccc1S2- InChIKey
RLJFTICUTYVZDG-UHFFFAOYSA-N- Molecular formula
- C20H24N2S2
- Average molar mass
- 356.6 g/mol
- Monoisotopic mass
- 356.13809112
Overview
Methiothepin is a dibenzothiepine that is 10,11-dihydrodibenzo[b,f]thiepine bearing additional methylthio and 4-methylpiperazin-1-yl substituents at positions 8 and 10 respectively. Potent 5-HT2 antagonist, also active as 5-HT1 antagonist. Differentiates 5-HT1D sub-types. Also displays affinity for rodent 5-HT5B, 5-HT5A, 5-HT7 and 5-HT6 receptors (pK1 values are 6.6, 7.0, 8.4 and 8.7 respectively). It has a role as a geroprotector, an antipsychotic agent, a serotonergic antagonist and a dopaminergic antagonist. It is an aryl sulfide, a dibenzothiepine, a N-alkylpiperazine and a tertiary amino compound. It is a conjugate base of a methiothepin(2+).
Names & identifiers
- Preferred name
- Methiothepin
- IUPAC
- 1-methyl-4-(3-methylsulfanyl-5,6-dihydrobenzo[b][1]benzothiepin-5-yl)piperazine
- English name
- Methiothepin maleate
- Molecular formula
- C20H24N2S2
- Molecular weight
- 356.55
Names & synonyms
methiothepinMetitepine20229-30-5MetitepinaMetitepinumMethiotepinDTXSID2044000Ro-8-6837Maleate, Methiothepin(+-)-8-Methylthio-10-(4-methylpiperazino)-10,11-dihydrodibenzo(b,f)thiepin(+-)-1-(10,11-Dihydro-8-(methylthio)dibenzo(b,f)thiepin-10-yl)-4-methylpiperazine(+-)-10-(4-Methylpiperazinyl)-8-(methylthio)-10,11-dihydrodibenzo(b,f)thiepin
Show more names
MethiothepineMETITEPINE MESYLATEMethiothepin maleateMETHIOTHEPIN MESYLATE8-Methylthio-10-(4-methylpiperazino)-10,11-dihydrodibenzo[b,f]thiepinedibenzo(b,f)thiepin,10,11-dihydro-10-(4-methylpiperazinyl)-8-(methylthio)-(
55D94103HLNSC-759875Ro 8-6837DTXCID0024000CHEBI:642031-methyl-4-[8-(methylsulfanyl)-10,11-dihydrodibenzo[b,f]thiepin-10-yl]piperazinePiperazine, 1-(10,11-dihydro-8-(methylthio)dibenzo(b,f)thiepin-10-yl)-4-methyl-Piperazine, 1-[10,11-dihydro-8-(methylthio)dibenzo[b,f]thiepin-10-yl]-4-methyl-
Properties
Computed structural properties
- XLogP
- 4.2
- Topological polar surface area
- 57.1 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 2
- Heavy atoms
- 24
- Formal charge
- 0
- Complexity
- 410
Experimental & physicochemical properties
Collision Cross Section185.51 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physicochemical properties
- Melting point
- 88 · 88-89°
- Boiling point
- 462.9 · 462.9±45.0 °C(Predicted)
- Density
- 1.25 · 1.25±0.1 g/cm3(Predicted)
- storage temp.
- Store at RT
- solubility
- 2 O: · H2O: 13 mg/mL
- form
- solid
- pka
- 7.95 · 7.95±0.42(Predicted)
- color
- white
- FDA UNII
- 55 D94103HL · 55D94103HL
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 319 · H319-H315-H335
- Precautionary statements
- 264 · P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 29 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- wgk
- 3
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H319-H315-H335
- Precautionary statements
- P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or SEROTONIN RECEPTOR AGONISTS.
Agents that control agitated psychotic behavior, alleviate acute psychotic states, reduce psychotic symptoms, and exert a quieting effect. They are used in SCHIZOPHRENIA; senile dementia; transient psychosis following surgery; or MYOCARDIAL INFARCTION; etc. These drugs are often referred to as neuroleptics alluding to the tendency to produce neurological side effects, but not all antipsychotics are likely to produce such effects. Many of these drugs may also be effective against nausea, emesis, and pruritus.
Applications
Uses5HT1&2 receptor antagonist
UsesMethiothepin Maleate exhibits anticonvulsant property and it is able to suppress pentylenetetrazol induced fos expression in zebrafish. In addition, Methiothepin Maleate is a 5-HT antagonist.
Suppliers8 total
杭州摩库生物医药科技有限公司+86-057181025280; +8617767106207 · [email protected]
武汉易泰科技有限公司上海分公司18930552037 · [email protected]
上海陶素生化科技有限公司021-33632979 · [email protected]
青岛海智微元生物科技有限公司18317699790 18317699790 · [email protected]
上海昕凯医药科技有限公司21-619849051-1 18521059765 · [email protected]
EMMX Biotechnology LLC888-539-0666 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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