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Details

Stereochemistry ACHIRAL
Molecular Formula C23H29N3O2S.2C4H4O4
Molecular Weight 643.705
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 0
E/Z Centers 2
Charge 0

SHOW SMILES / InChI
Structure of ACETOPHENAZINE MALEATE

SMILES

OC(=O)\C=C/C(O)=O.OC(=O)\C=C/C(O)=O.CC(=O)C1=CC=C2SC3=C(C=CC=C3)N(CCCN4CCN(CCO)CC4)C2=C1

InChI

InChIKey=NUKVZKPNSKJGBK-SPIKMXEPSA-N
InChI=1S/C23H29N3O2S.2C4H4O4/c1-18(28)19-7-8-23-21(17-19)26(20-5-2-3-6-22(20)29-23)10-4-9-24-11-13-25(14-12-24)15-16-27;2*5-3(6)1-2-4(7)8/h2-3,5-8,17,27H,4,9-16H2,1H3;2*1-2H,(H,5,6)(H,7,8)/b;2*2-1-

HIDE SMILES / InChI

Molecular Formula C23H29N3O2S
Molecular Weight 411.56
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C4H4O4
Molecular Weight 116.0722
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Description

Acetophenazine (Tindal) is an antipsychotic drug of moderate-potency. Used in the treatment of disorganized and psychotic thinking. Acetophenazine (Tindal) is also used to help treat false perceptions (e.g. hallucinations or delusions). Acetophenazine acts as an antagonist of dopaminergic D2 receptors in the brain. Acetophenazine exhibited modest androgen receptor binding and antiandrogen activity.

CNS Activity

Originator

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
36.0 nM [Ki]
0.8 µM [Ki]
17.0 nM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
TINDAL
PubMed

PubMed

TitleDatePubMed
Acetophenazine (Tindal) and thiopropazate (Dartal) in ambulatory psychoneurotic patients.
1961 Oct
Influence of acetophenazine (Tindal) upon the attitude of cardiac patients.
1962 Mar
Acetophenazine for hyperactive geriatric patients.
1962 Sep
Acetophenazine in ambulatory schizophrenic adults.
1962 Sep
The treatment of ambulatory adolescent schizophrenia with acetophenazine.
1963 Jul
Acetophenazine (Tindal) in the treatment of 80 chronically ill patients with anxiety and tension: double-blind study.
1963 May
Clinical experiences with acetophenazine in the elderly psychotic.
1963 May
Acetophenazine for office treatment of paranoid symptoms.
1967 Mar-Apr
Acetophenazine and diazepam in anxious depressions.
1971 Mar
Spin-label study of phenothiazine interactions with erythrocyte ghost membranes: a possible membrane-mediated antisickling action.
1978 Oct
Sigma opiates and certain antipsychotic drugs mutually inhibit (+)-[3H] SKF 10,047 and [3H]haloperidol binding in guinea pig brain membranes.
1984 Sep
Management of the behavioral and psychological symptoms of dementia.
2007
Discovery of antiandrogen activity of nonsteroidal scaffolds of marketed drugs.
2007 Jul 17
Patents

Sample Use Guides

In Vivo Use Guide
Normal dosage: 20mg to 40mg daily, in healthy young adult. Start: 20mg daily. Increases: 20mg as needed. Maintenance: As low as possible in 24 hours. Maximum: 60mg in 24 hours.
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Tue Oct 22 06:07:00 UTC 2019
Edited
by admin
on Tue Oct 22 06:07:00 UTC 2019
Record UNII
3P5HNU5JTC
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ACETOPHENAZINE MALEATE
MART.   ORANGE BOOK   USAN   VANDF   WHO-DD  
USAN  
Official Name English
ACETOPHENAZINE DIMALEATE
MI  
Common Name English
ETHANONE, 1-(10-(3-(4-(2-HYDROXYETHYL)-1-PIPERAZINYL)PROPYL)-10H-PHENOTHIAZIN-2-YL)-, (Z) 2-BUTENEDIOATE (1:2) (SALT)
Common Name English
ACETOPHENAZINE DIMALEATE [MI]
Common Name English
ACETOPHENAZINE MALEATE [ORANGE BOOK]
Common Name English
NSC-70600
Code English
ACEPHENAZINE DIMALEATE
Common Name English
ACETOPHENAZINE MALEATE [USAN]
Common Name English
ACETOPHENAZINE MALEATE [VANDF]
Common Name English
10-(3-(4-(2-HYDROXYETHYL)-1-PIPERAZINYL)PROPYL)PHENOTHIAZIN-2-YL METHYL KETONE MALEATE (1:2) (SALT)
Common Name English
ACETOPHENAZINE MALEATE [MART.]
Common Name English
TINDAL
Brand Name English
ACETOPHENAZINE MALEATE [WHO-DD]
Common Name English
SCH 6673
Code English
NSC-169180
Code English
SCH-6673
Code English
Classification Tree Code System Code
NCI_THESAURUS C29710
Created by admin on Tue Oct 22 06:07:00 UTC 2019 , Edited by admin on Tue Oct 22 06:07:00 UTC 2019
NCI_THESAURUS C740
Created by admin on Tue Oct 22 06:07:00 UTC 2019 , Edited by admin on Tue Oct 22 06:07:00 UTC 2019
Code System Code Type Description
NCI_THESAURUS
C65210
Created by admin on Tue Oct 22 06:07:00 UTC 2019 , Edited by admin on Tue Oct 22 06:07:00 UTC 2019
PRIMARY
MESH
C100162
Created by admin on Tue Oct 22 06:07:00 UTC 2019 , Edited by admin on Tue Oct 22 06:07:00 UTC 2019
PRIMARY
EVMPD
SUB00255MIG
Created by admin on Tue Oct 22 06:07:00 UTC 2019 , Edited by admin on Tue Oct 22 06:07:00 UTC 2019
PRIMARY
EPA CompTox
5714-00-1
Created by admin on Tue Oct 22 06:07:00 UTC 2019 , Edited by admin on Tue Oct 22 06:07:00 UTC 2019
PRIMARY
PUBCHEM
5281082
Created by admin on Tue Oct 22 06:07:00 UTC 2019 , Edited by admin on Tue Oct 22 06:07:00 UTC 2019
PRIMARY
ECHA (EC/EINECS)
227-202-3
Created by admin on Tue Oct 22 06:07:00 UTC 2019 , Edited by admin on Tue Oct 22 06:07:00 UTC 2019
PRIMARY
RXCUI
91127
Created by admin on Tue Oct 22 06:07:00 UTC 2019 , Edited by admin on Tue Oct 22 06:07:00 UTC 2019
PRIMARY RxNorm
CAS
5714-00-1
Created by admin on Tue Oct 22 06:07:00 UTC 2019 , Edited by admin on Tue Oct 22 06:07:00 UTC 2019
PRIMARY
ChEMBL
CHEMBL1085
Created by admin on Tue Oct 22 06:07:00 UTC 2019 , Edited by admin on Tue Oct 22 06:07:00 UTC 2019
PRIMARY
MERCK INDEX
M991
Created by admin on Tue Oct 22 06:07:00 UTC 2019 , Edited by admin on Tue Oct 22 06:07:00 UTC 2019
PRIMARY Merck Index
Related Record Type Details
PARENT -> SALT/SOLVATE
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY