BUTACLAMOL

Investigational

Details

Stereochemistry	RACEMIC
Molecular Formula	C25H31NO
Molecular Weight	361.5197
Optical Activity	( + / - )
Defined Stereocenters	3 / 3
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C)(C)[C@@]1(O)CCN2C[C@@H]3C4=CC=CC=C4CCC5=C3C(=CC=C5)[C@H]2C1

InChI

InChIKey=ZZJYIKPMDIWRSN-TZBSWOFLSA-N

InChI=1S/C25H31NO/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/t21-,22-,25-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C25H31NO
Molecular Weight	361.5197
Charge	0
Count

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

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 555

Conditions

Condition	Modality	Targets	Highest Phase	Product
Schizophrenia 305 Sources: https://www.ncbi.nlm.nih.gov/pubmed/355181	Primary		Not Provided 511	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Agonist and antagonist actions of antipsychotic agents at 5-HT1A receptors: a [35S]GTPgammaS binding study.	1998-08-21	9760039
Identification and pharmacological characterization of [125I]L-750,667, a novel radioligand for the dopamine D4 receptor.	1996-12	8967990
Neurochemical and functional characterization of the preferentially selective dopamine D3 agonist PD 128907.	1995-12	8531103
Lack of discrimination by agonists for D2 and D3 dopamine receptors.	1995-07	7576010
High agonist-independent activity is a distinguishing feature of the dopamine D1B receptor subtype.	1994-11-11	7525564
Characterization of the human dopamine D3 receptor expressed in transfected cell lines.	1994-01-01	7907989
Pharmacological and functional characterization of D2, D3 and D4 dopamine receptors in fibroblast and dopaminergic cell lines.	1994-01	8301592
Expression and pharmacological characterization of the human D3 dopamine receptor.	1994-01	8301582
Molecular cloning, characterization, and localization of a high-affinity serotonin receptor (5-HT7) activating cAMP formation.	1993-09-15	8397408
Molecular cloning of a mammalian serotonin receptor that activates adenylate cyclase.	1993-08	8394987
Cloning of the gene for a human dopamine D5 receptor with higher affinity for dopamine than D1.	1991-04-18	1826762
[3H]-DOB(4-bromo-2,5-dimethoxyphenylisopropylamine) and [3H] ketanserin label two affinity states of the cloned human 5-hydroxytryptamine2 receptor.	1990-11	2233697

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 `Mon Mar 31 18:20:53 GMT 2025` Edited by `admin` on `Mon Mar 31 18:20:53 GMT 2025`
Record UNII	A7A2802VNL
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

BUTACLAMOL

Official 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

Preferred Name

English

butaclamol [INN]

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-, (3.ALPHA.,4A.ALPHA.,13B.BETA.)-(±)-

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C66883