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D034

(−)-Butaclamol hydrochloride

solid

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About This Item

Empirical Formula (Hill Notation):
C25H31NO · HCl
CAS Number:
55528-08-0
Molecular Weight:
397.98
NACRES:
NA.77
PubChem Substance ID:
24893227
UNSPSC Code:
12352200
MDL number:
MFCD00082308
Form:
solid
Quality level:
100

Key Documents

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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

SMILES string

Cl[H].[H][C@]12C[C@](O)(CCN1C[C@]3([H])c4ccccc4CCc5cccc2c35)C(C)(C)C

InChI key

QZRUMKUMFJJARD-OMMJFLKZSA-N

form

solid

optical activity

[α]27/D −222° in methanol(lit.)

color

white

solubility

H2O: 0.25 mg/mL, ethanol: 1 mg/mL, 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 5.4 mg/mL, alcohol-water mixtures: soluble (Dissolve solid in alcohol and dilute with water.)

Quality Level

100

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1 of 4

This Item
O111L109P101
(−)-Butaclamol hydrochloride solid

Sigma-Aldrich

D034

(−)-Butaclamol hydrochloride

Octoclothepin maleate salt solid

Sigma-Aldrich

O111

Octoclothepin maleate salt

Lorglumide sodium salt solid

Sigma-Aldrich

L109

Lorglumide sodium salt

2-Phenylaminoadenosine >97%, solid

Sigma-Aldrich

P101

2-Phenylaminoadenosine

form

solid

form

solid

form

solid

form

solid

Quality Level

100

Quality Level

200

Quality Level

100

Quality Level

100

solubility

H2O: 0.25 mg/mL, 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 5.4 mg/mL, ethanol: 1 mg/mL, alcohol-water mixtures: soluble (Dissolve solid in alcohol and dilute with water.)

solubility

45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: >21 mg/mL

solubility

45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: >10 mg/mL, H2O: 10 mg/mL, methanol: 28 mg/mL

solubility

45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 3.6 mg/mL, H2O: insoluble, absolute ethanol: slightly soluble, ethanol: water (1:1): soluble, methanol: soluble (hot)

color

white

color

white

color

white

color

white

optical activity

[α]27/D −222° in methanol(lit.)

optical activity

-

optical activity

-

optical activity

-

Biochem/physiol Actions

Dopamine receptor antagonist; less active enantiomer.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
107H46371
107H4637
107H46373
107H46372

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Rajamani Selvam et al.
Synapse (New York, N.Y.), e22075-e22075 (2018-10-20)
Brain-derived neurotrophic factor (BDNF), traditionally known for promoting neuronal growth and development, is also a modulator of synaptic transmission. In addition to the well-characterized effects at excitatory synapses, BDNF has been shown to acutely suppress inhibitory neurotransmission; however, the underlying
Nayeli Páez-Martínez et al.
Behavioural brain research, 390, 112624-112624 (2020-05-20)
It has been reported that environmental stimuli can positively influence addictive responses and the pharmacological effects of drugs of abuse. In this work, we evaluated the ability of environmental enrichment (EE) to attenuate addictive behaviours in mice after repeated exposure
T A Pugsley et al.
The Journal of pharmacy and pharmacology, 29(3), 135-138 (1977-03-01)
Butaclamol (1.0-0.1 mg kg-1, i.p.) and spiroperidol (1-0-0-5 mg kg-1, i.p.) but not (-)-butaclamol (15 mg kg-1, i.p.), blocked the hyperactivity induced in rats by tranylcypromine-L-tryptophan pretreatment. Neither butaclamol nor spiroperidol altered the accumulation of brain 5-HT following parglyine or
T A Pugsley et al.
Canadian journal of physiology and pharmacology, 54(4), 510-515 (1976-08-01)
The 3-isopropyl (I), 3-cyclohexyl (II) and 3-phenyl (III) analogs of the new antipsychotic drug butaclamol, which contains a 3-tertiary butyl group, and their respective (+)-enantiomers, but not (-)-enantiomers, caused a dose related elevation of rat striatal homovanillic acid concentration, indicative
Effect of butaclamol and its enantiomers upon striatal homovanillic acid and adenyl cyclase of olfactory tubercle in rats.
W Lippmann et al.
Life sciences, 16(2), 213-224 (1975-01-15)

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