Metopimazine

HCID 26388

Notes Reactions

Substructure search Find similar structures

Basic information

CAS: 14008-44-7
Standard SMILES: CS(=O)(=O)c1ccc2c(c1)N(CCCN1CCC(C(N)=O)CC1)c1ccccc1S2
InChIKey: BQDBKDMTIJBJLA-UHFFFAOYSA-N
Molecular formula: C22H27N3O3S2
Average molar mass: 445.6 g/mol
Monoisotopic mass: 445.14938408

Overview

Metopimazine is a member of phenothiazines.

Names & identifiers

Preferred name: Metopimazine
IUPAC: 1-[3-(2-methylsulfonylphenothiazin-10-yl)propyl]piperidine-4-carboxamide
English name: metopimazine
Molecular formula: C22H27N3O3S2
Molecular weight: 445.59808

Names & synonyms

Metopimazine14008-44-7EXP 999MetopimazinaMetopimazinumEXP-9991-[3-(2-methylsulfonylphenothiazin-10-yl)propyl]piperidine-4-carboxamide238S75V9AVDTXSID801612241-(3-(2-(Methylsulfonyl)phenothiazin-10-yl)propyl)isonipecotamide1-[3-[2-(Methylsulfonyl)phenothiazin-10-yl]propyl]isonipecotamide1-(3-(2-methylsulfonylphenothiazin-10-yl)propyl)piperidine-4-carboxamide

Show more names

NG101NG 101NG-101RP-99659965 RPNortripmetopimazine USP/EP/BP

RefChem:818774DTXCID4083715A04AD051-(3-(2-methylsulfonylphenothiazin-10-yl) propyl)isonipecotinamide1-(3-(2-methanesulfonyl-10H-phenothiazin-10-yl)propyl)piperidine-4-carboxamide237-818-4Vogalene4-Piperidinecarboxamide, 1-[3-[2-(methylsulfonyl)-10H-phenothiazin-10-yl]propyl]-

Database identifiers

CAS: 14008-44-7
PubChem CID: 26388
DTXSID: DTXSID80161224
ChEMBL: CHEMBL398615
ChEBI: CHEBI:135726
UNII: 238S75V9AV
EC Number: 237-818-4
Nikkaji: J8.471I

Properties

Computed structural properties

XLogP: 3.1
Topological polar surface area: 117 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 6
Rotatable bonds: 6
Heavy atoms: 30
Formal charge: 0
Complexity: 703

Experimental & physicochemical properties

LogP2.02

Collision Cross Section196.3 Å² [M+H]+ [CCS Type: TW; Method: Major Mix IMS/Tof Calibration Kit (Waters)]

Physicochemical properties

Melting point: 170.5 ℃ · 170.5℃
Boiling point: 721.2 · 721.2±60.0 °C(Predicted)
Density: 1.192 · 1.1920 (rough estimate)
refractive index: 1.632 · 1.6320 (estimate)
storage temp.: Refrigerator
solubility: DMSO (Slightly), Methanol (Slightly)
form: Solid
pka: 16.44 · 16.44±0.20(Predicted)
color: Pale Yellow
CAS DataBase Reference: 14008 · 14008-44-7
FDA UNII: 238 S75V9AV · 238S75V9AV
ATC code: 4 AD05 · A04AD05
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302
Precautionary statements: 264 · P264-P270-P301+P312-P330-P501
Toxicity: 50 in · LD50 in male rats (mg/kg): 976 orally, 1080 s.c. (Goldenthal)

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 · 5 items

This chemical does not meet GHS hazard criteria for 7.1% (1 of 14) of reports.

Warning

H302 (85.7%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 14 reports by companies from 4 notifications to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (85.7%)

Toxicology

Drug Induced Liver Injury · 4 items

Drug-Induced Liver Injury Severity and Toxicity (DILIst)

Metopimazine

DILI Positive

DOI:10.1016/j.drudis.2019.09.022

Safety data

Toxicity: LD50 in male rats (mg/kg): 976 orally, 1080 s.c. (Goldenthal)
Signal word: Warning
Symbol(GHS): GHS07
Hazard statements: H302
Precautionary statements: P264-P270-P301+P312-P330-P501

Chemistry & industry

Pharmacology

ATC Code · 2 items

A - Alimentary tract and metabolism

QA - Alimentary tract and metabolism

MeSH Pharmacological ClassificationDrugs used to prevent NAUSEA or VOMITING.

Applications

UsesMetopimazine (MPZ) is used to prevent emesis during chemotherapies. Antiemetic.

Usesmetopimazine is used to prevent emesis during chemotherapies.

Upstream & downstream products

Upstream raw materials

Suppliers36 total

武汉英诺医药科技有限公司+86-027-59232304 15387063101 · [email protected]

艾吉析科技（上海）有限公司17717235263 · [email protected]

湖北科乐精细化工有限公司027-59101668 19945030958 · [email protected]

苏州合森医药科技有限公司17621975170; 17621975170 · [email protected]

Hangzhou Sage Chemical Co., Ltd.+86057186818502 13588463833 · [email protected]

Additional notes

DefinitionChEBI: Metopimazine is a member of phenothiazines.

Related reactions

0 records

New reaction record

No reaction records under the current filter.

Compound notes

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Substructure search Find similar structures

Basic information

CAS: 14008-44-7
Standard SMILES: CS(=O)(=O)c1ccc2c(c1)N(CCCN1CCC(C(N)=O)CC1)c1ccccc1S2
InChIKey: BQDBKDMTIJBJLA-UHFFFAOYSA-N
Molecular formula: C22H27N3O3S2
Average molar mass: 445.6 g/mol
Monoisotopic mass: 445.14938408

Overview

Metopimazine is a member of phenothiazines.

Names & identifiers

Preferred name: Metopimazine
IUPAC: 1-[3-(2-methylsulfonylphenothiazin-10-yl)propyl]piperidine-4-carboxamide
English name: metopimazine
Molecular formula: C22H27N3O3S2
Molecular weight: 445.59808

Names & synonyms

Show more names

NG101NG 101NG-101RP-99659965 RPNortripmetopimazine USP/EP/BP

Database identifiers

CAS: 14008-44-7
PubChem CID: 26388
DTXSID: DTXSID80161224
ChEMBL: CHEMBL398615
ChEBI: CHEBI:135726
UNII: 238S75V9AV
EC Number: 237-818-4
Nikkaji: J8.471I

Properties

Computed structural properties

XLogP: 3.1
Topological polar surface area: 117 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 6
Rotatable bonds: 6
Heavy atoms: 30
Formal charge: 0
Complexity: 703

Experimental & physicochemical properties

LogP2.02

Collision Cross Section196.3 Å² [M+H]+ [CCS Type: TW; Method: Major Mix IMS/Tof Calibration Kit (Waters)]

Physicochemical properties

Melting point: 170.5 ℃ · 170.5℃
Boiling point: 721.2 · 721.2±60.0 °C(Predicted)
Density: 1.192 · 1.1920 (rough estimate)
refractive index: 1.632 · 1.6320 (estimate)
storage temp.: Refrigerator
solubility: DMSO (Slightly), Methanol (Slightly)
form: Solid
pka: 16.44 · 16.44±0.20(Predicted)
color: Pale Yellow
CAS DataBase Reference: 14008 · 14008-44-7
FDA UNII: 238 S75V9AV · 238S75V9AV
ATC code: 4 AD05 · A04AD05
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302
Precautionary statements: 264 · P264-P270-P301+P312-P330-P501
Toxicity: 50 in · LD50 in male rats (mg/kg): 976 orally, 1080 s.c. (Goldenthal)

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 · 5 items

This chemical does not meet GHS hazard criteria for 7.1% (1 of 14) of reports.

Warning

H302 (85.7%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 14 reports by companies from 4 notifications to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (85.7%)

Toxicology

Drug Induced Liver Injury · 4 items

Drug-Induced Liver Injury Severity and Toxicity (DILIst)

Metopimazine

DILI Positive

DOI:10.1016/j.drudis.2019.09.022

Safety data

Toxicity: LD50 in male rats (mg/kg): 976 orally, 1080 s.c. (Goldenthal)
Signal word: Warning
Symbol(GHS): GHS07
Hazard statements: H302
Precautionary statements: P264-P270-P301+P312-P330-P501

Chemistry & industry

Pharmacology

ATC Code · 2 items

A - Alimentary tract and metabolism

QA - Alimentary tract and metabolism

MeSH Pharmacological ClassificationDrugs used to prevent NAUSEA or VOMITING.

Applications

UsesMetopimazine (MPZ) is used to prevent emesis during chemotherapies. Antiemetic.

Usesmetopimazine is used to prevent emesis during chemotherapies.

Upstream & downstream products

Upstream raw materials

Ammonia 1-Bromo-3-chloropropane Sodium Isonipecotamide 2-(methylsulphonyl)-10H-phenothiazine

Suppliers36 total

武汉英诺医药科技有限公司+86-027-59232304 15387063101 · [email protected]

艾吉析科技（上海）有限公司17717235263 · [email protected]

湖北科乐精细化工有限公司027-59101668 19945030958 · [email protected]

苏州合森医药科技有限公司17621975170; 17621975170 · [email protected]

Hangzhou Sage Chemical Co., Ltd.+86057186818502 13588463833 · [email protected]

Additional notes

DefinitionChEBI: Metopimazine is a member of phenothiazines.

Related reactions

0 records

New reaction record

No reaction records under the current filter.

Compound notes

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