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D034

Sigma-Aldrich

(−)-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
MDL number:
MFCD00082308
UNSPSC Code:
12352200
PubChem Substance ID:
24893227
NACRES:
NA.77

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.)

SMILES string

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

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

InChI key

QZRUMKUMFJJARD-OMMJFLKZSA-N

Biochem/physiol Actions

Dopamine receptor antagonist; less active enantiomer.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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)
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

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