BUTACLAMOL HYDROCHLORIDE

Details

Stereochemistry	RACEMIC
Molecular Formula	C25H31NO.ClH
Molecular Weight	397.981
Optical Activity	( + / - )
Defined Stereocenters	3 / 3
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

Cl.[H][C@]12C[C@](O)(CCN1C[C@]3([H])C4=C(CCC5=C3C2=CC=C5)C=CC=C4)C(C)(C)C

InChI

InChIKey=QZRUMKUMFJJARD-OMMJFLKZSA-N

InChI=1S/C25H31NO.ClH/c1-24(2,3)25(27)13-14-26-16-21-19-9-5-4-7-17(19)11-12-18-8-6-10-20(23(18)21)22(26)15-25;/h4-10,21-22,27H,11-16H2,1-3H3;1H/t21-,22-,25-;/m1./s1

HIDE SMILES / InChI

Molecular Formula	C25H31NO
Molecular Weight	361.5197
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	3 / 3
E/Z Centers	0
Optical Activity	UNSPECIFIED

Molecular Formula	ClH
Molecular Weight	36.461
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/355181

Butaclamol is an antipsychotic drug, which was studied for the treatment of schizophrenia. This drug has never marketed and now is used in research, because of its action as a dopamine receptor-blocking agent. Butaclamol consists of the two forms: (-)-butaclamol, an inactive drug and (+)-butaclamol, a potent neuroleptic drug.

CNS Activity

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Dopamine receptor 60 Target ID: CHEMBL2096905 Sources: https://www.ncbi.nlm.nih.gov/pubmed/908278	Blocker 537

Conditions

Condition	Modality	Targets	Highest Phase	Product
Schizophrenia 298 Sources: https://www.ncbi.nlm.nih.gov/pubmed/355181	Primary		Not Provided 504	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
[3H]-DOB(4-bromo-2,5-dimethoxyphenylisopropylamine) and [3H] ketanserin label two affinity states of the cloned human 5-hydroxytryptamine2 receptor.	1990 Nov	2233697
Cloning of the gene for a human dopamine D5 receptor with higher affinity for dopamine than D1.	1991 Apr 18	1826762
Molecular cloning of a mammalian serotonin receptor that activates adenylate cyclase.	1993 Aug	8394987
Molecular cloning, characterization, and localization of a high-affinity serotonin receptor (5-HT7) activating cAMP formation.	1993 Sep 15	8397408
Pharmacological and functional characterization of D2, D3 and D4 dopamine receptors in fibroblast and dopaminergic cell lines.	1994 Jan	8301592
Expression and pharmacological characterization of the human D3 dopamine receptor.	1994 Jan	8301582
Characterization of the human dopamine D3 receptor expressed in transfected cell lines.	1994 Jan 1	7907989
High agonist-independent activity is a distinguishing feature of the dopamine D1B receptor subtype.	1994 Nov 11	7525564
Neurochemical and functional characterization of the preferentially selective dopamine D3 agonist PD 128907.	1995 Dec	8531103
Lack of discrimination by agonists for D2 and D3 dopamine receptors.	1995 Jul	7576010
Identification and pharmacological characterization of [125I]L-750,667, a novel radioligand for the dopamine D4 receptor.	1996 Dec	8967990
Agonist and antagonist actions of antipsychotic agents at 5-HT1A receptors: a [35S]GTPgammaS binding study.	1998 Aug 21	9760039

Patents

Sample Use Guides

In Vivo Use Guide

Maximum clinical response appeared to be at the 20-40 mg. dose level. Extrapyramidal signs occurred at all doses, but with greater severity at higher doses. Excessive daytime drowsiness occurred in all groups but with longer duration and greater intensity in the 20 mg. group.

Route of Administration: Intraperitoneal

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:15:38 UTC 2023` Edited by `admin` on `Fri Dec 15 15:15:38 UTC 2023`
Record UNII	8TUG8SF12T
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

BUTACLAMOL HYDROCHLORIDE

Official Name

English

BUTACLAMOL HYDROCHLORIDE [USAN]

Common Name

English

AY 23028

Code

English

BUTACLAMOL HCL

Common Name

English

(±)-3.ALPHA.-TERT-BUTYL-2,3,4,4A.BETA.,8,9,13B.ALPHA.,14-OCTAHYDRO-1H-BENZO(6,7)-CYCLOHEPTA(1,2,3-DE)PYRIDO(2,1-A)ISOQUINOLIN-3-OL HYDROCHLORIDE

Common Name

English

1H-BENZO(6,7)CYCLOHEPTA(1,2,3-DE)-PYRIDO(2,1-A)ISOQUINOLIN-3-OL, 3-(1,1-DIMETHYLETHYL)-2,3,4,4A,8,9,13B,14-OCTAHYDRO-, HYDROCHLORIDE, (3.ALPHA.,4A.ALPHA.,13B.BETA.)-(±)-

Common Name

English

AY 23,028

Code

English

AY-23028

Code

English

1H-BENZO(6,7)CYCLOHEPTA(1,2,3-DE)-PYRIDO(2,1-A)ISOQUINOLIN-3-OL, 3-(1,1-DIMETHYLETHYL)-2,3,4,4A,8,9,13B,14-OCTAHYDRO-, (3.ALPHA.,4A.ALPHA.,13B.BETA.)-(±)-, HYDROCHLORIDE

Common Name

English

AY-23,028

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C66883