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Amperozide

HCID 73333
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Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
75558-90-6
Standard SMILES
CCNC(=O)N1CCN(CCCC(c2ccc(F)cc2)c2ccc(F)cc2)CC1
InChIKey
NNAIYOXJNVGUOM-UHFFFAOYSA-N
Molecular formula
C23H29F2N3O
Average molar mass
401.5 g/mol
Monoisotopic mass
401.22786888

Overview

Amperozide is a diphenylbutylpiperazine atypical antipsychotic which antagonizes 5-HT2A receptors. It inhibits dopamine release and alters the firing of dopaminergic neurons. Investigations regarding the use of the agent revolved primarily around its capability for treating schizophrenia in humans even though the drug was ultimately never clinically adopted for this indication. Alternatively, amperozide's main use lies in veterinary medicine, where it is typically employed to minimize aggression and stress in intensively farmed pigs.

Names & identifiers

Preferred name
Amperozide
IUPAC
4-[4,4-bis(4-fluorophenyl)butyl]-N-ethylpiperazine-1-carboxamide
English name
Amperozide
Molecular formula
C23H29F2N3O
Molecular weight
401.498

Names & synonyms

Amperozide75558-90-6AmperozidaAmperozidum4-[4,4-bis(4-fluorophenyl)butyl]-n-ethylpiperazine-1-carboxamideFG 56060M2W3TAG394-(4,4-Bis(4-fluorophenyl)butyl)-N-ethylpiperazine-1-carboxamide4-(4,4-Bis(p-fluorophenyl)butyl)-N-ethyl-1-piperazinecarboxamideDTXSID6048416RefChem:112276DTXCID4028389
Show more names
4-[4,4-Bis(4-fluorophenyl)butyl]-N-ethyl-1-piperazinecarboxamide1-Piperazinecarboxamide, 4-[4,4-bis(4-fluorophenyl)butyl]-N-ethyl-
CHEBI:180480CHEMBL10799351-Piperazinecarboxamide, 4-(4,4-bis(p-fluorophenyl)butyl)-N-ethyl-FG-5606Amperozidum [INN-Latin]Amperozida [INN-Spanish]Amperozide [INN:BAN]UNII-0M2W3TAG39

Database identifiers

CAS
75558-90-6
PubChem CID
73333
DTXSID
DTXSID6048416
ChEMBL
CHEMBL1079935
UNII
0M2W3TAG39

Properties

Computed structural properties

XLogP
4.1
Topological polar surface area
35.6 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
4
Rotatable bonds
7
Heavy atoms
29
Formal charge
0
Complexity
461

Experimental & physicochemical properties

DrugsPharmaceuticals -> Listed in ZINC15

Physicochemical properties

Boiling point
579.5 · 579.5±50.0 °C(Predicted)
Density
1.151 · 1.151±0.06 g/cm3(Predicted)
storage temp.
4 °C · Store at +4°C
form
Solid
pka
14.59 · 14.59±0.20(Predicted)
color
White to off-white
FDA UNII
0 M2W3TAG39 · 0M2W3TAG39

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 · 4 items

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

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

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (100%)

Chemistry & industry

Pharmacology

ATC CodeQN - Nervous system
MeSH Pharmacological Classification · 3 items

A loosely defined grouping of drugs that have effects on psychological function. Here the psychotropic agents include the antidepressive agents, hallucinogens, and tranquilizing agents (including the antipsychotics and anti-anxiety agents).

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.

Upstream & downstream products

Upstream raw materials

N-Ethyl-1-piperazinecarboxamideSodium bicarbonateHydrochloric acidPhenyl valeratePotassium carbonate4-chloro-1,6-dimethyl-1H-pyrazolo[3,4-d]pyrimidinephenyl N-ethylcarbamate

Suppliers10 total

武汉易泰科技有限公司上海分公司

Related reactions

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
EC Number
112-749-1
Nikkaji
J33.893A
18930552037 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
BOC Sciences16314854226; +8616314854226 · [email protected]
EMMX Biotechnology LLC888-539-0666 · [email protected]
上海凯裕医药科技有限公司17317130613 · [email protected]
成都圣美凯生物科技有限公司028-85157043 15882256948 · [email protected]
TargetMol中国(陶术生物)4008200310 15002144251 · [email protected]
上海一飞生物科技有限公司021-65675885 18964387627 · [email protected]
南京世洲生物科技有限公司025-85560043 15850508050 · [email protected]
上海阿摩尔生物科技有限公司13370042665 18916960931 · [email protected]