Buclizine HCl (UCB-4445) 129-74-8_Histamine Receptor_GPCR & G Protein_Signaling Pathways_Products

Buclizine hydrochloride (AH-2526, UCB 4445; AH2526;UCB-4445, Buclina, Longifene, Posdel, Vibazine), the hydrochloride salt of buclizine which is used for motion sickness, is a piperazine derivative and a sedating antihistamine with antimuscarinic and moderate sedative action. Buclizine has been used to treat and prevent motion sickness-related nausea, vomiting, and dizziness. It has also been used to treat vertigo in conditions affecting the vestibular apparatus.

Physicochemical Properties

Molecular Formula

C28H35CL3N2

Molecular Weight

505.95

Exact Mass

504.186

Elemental Analysis

C, 66.47; H, 6.97; Cl, 21.02; N, 5.54

CAS #

129-74-8

Related CAS #

Buclizine; 82-95-1

PubChem CID

65463

Appearance

White to off-white solid powder

Boiling Point

520.1ºC at 760 mmHg

Melting Point

230-240ºC

Flash Point

268.3ºC

Vapour Pressure

6.44E-11mmHg at 25°C

LogP

8.024

Hydrogen Bond Donor Count

Hydrogen Bond Acceptor Count

Rotatable Bond Count

Heavy Atom Count

Complexity

514

Defined Atom Stereocenter Count

SMILES

CC(C)(C)C1=CC=C(C=C1)CN2CCN(CC2)C(C3=CC=CC=C3)C4=CC=C(C=C4)Cl.Cl.Cl

InChi Key

SDBHDSZKNVDKNU-UHFFFAOYSA-N

InChi Code

InChI=1S/C28H33ClN2.2ClH/c1-28(2,3)25-13-9-22(10-14-25)21-30-17-19-31(20-18-30)27(23-7-5-4-6-8-23)24-11-15-26(29)16-12-24;;/h4-16,27H,17-21H2,1-3H3;2*1H

Chemical Name

1-[(4-tert-butylphenyl)methyl]-4-[(4-chlorophenyl)-phenylmethyl]piperazine;dihydrochloride

Synonyms

UCB-4445; AH 2526, UCB4445; AH-2526; UCB 4445; AH2526; Buclizine; Buclizine dihydrochloride; AH-2526,UCB 4445; AH2526; UCB-4445; Buclina; Longifene; Posdel; Vibazine

HS Tariff Code

2934.99.9001

Storage

Powder-20°C 3 years

4°C 2 years

In solvent -80°C 6 months

-20°C 1 month

Note: Please store this product in a sealed and protected environment, avoid exposure to moisture.

Shipping Condition

Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

Targets

Histamine receptor; Cholinergic

ln Vitro

In vitro activity: Buclizine hydrochloride, a piperazine derivative, is a moderately sedative antihistamine that has an antimuscarinic and sedative effect. Motion sickness-related nausea, vomiting, and dizziness can be prevented and treated with buclizine. Furthermore, in conditions impacting the vestibular apparatus, it has been utilized to treat vertigo. While the exact mechanism underlying buclizine's antiemetic and antivertigo effects is yet unknown, its central anticholinergic properties play a role. The medication may have an impact on the medullary chemoreceptor trigger zone and decreases vestibular stimulation and labyrinth excitability. Its other properties include central nervous system depression, anticholinergic, antihistaminic, and local anesthetic effects.[1]

ln Vivo

Animal Protocol

References

[1]. Buclizine. Profiles Drug Subst Excip Relat Methodol. 2011;36:1-33.

[2]. Teratogenic effect of buclizine and hydroxyzine in the rat and chlorcyclizine in the mouse. Am J Obstet Gynecol. 1966 May 1;95(1):109-11.

[3]. Interaction of antihistaminic drugs with human translationally controlled tumor protein (TCTP) as novel approach for differentiation therapy. Oncotarget. 2016 Mar 29;7(13):16818-39.

Additional Infomation

Buclizine dihydrochloride is a hydrochloride salt that is obtained by reaction of buclizine with 2 equivalents of hydrogen chloride. It has a role as a central nervous system depressant, a local anaesthetic, a histamine antagonist, a cholinergic antagonist and an antiemetic. It contains a buclizine(2+).
Buclizine Hydrochloride is the hydrochloride salt form of buclizine, a piperazine histamine H1 receptor antagonist with primarily antiemetic and antivertigo activities. Buclizine binds to and blocks the histamine H1 receptor, thereby preventing the symptoms that are caused by histamine activity. Buclizine exerts its anti-emetic effect by binding to and blocking the muscarinic and histamine receptors in the vomiting center of the central nervous system (CNS). This may prevent activation of the chemoreceptor trigger zone (CTZ) and may reduce nausea and vomiting.

Solubility Data

Solubility (In Vitro)

DMSO: <1 mg/mL

Water: <1 mg/mL

Ethanol: <1 mg/mL

Solubility (In Vivo)

Chemical Name:1-(4-(tert-butyl)benzyl)-4-((4-chlorophenyl)(phenyl)methyl)piperazine dihydrochloride
InChi Key:SDBHDSZKNVDKNU-UHFFFAOYSA-NInChi Code:InChI=1S/C28H33ClN2.2ClH/c1-28(2,3)25-13-9-22(10-14-25)21-30-17-19-31(20-18-30)27(23-7-5-4-6-8-23)24-11-15-26(29)16-12-24;;/h4-16,27H,17-21H2,1-3H3;2*1HSMILES Code:ClC1=CC=C(C(N2CCN(CC3=CC=C(C(C)(C)C)C=C3)CC2)C4=CC=CC=C4)C=C1.[H]Cl.[H]Cl

(Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	1.9765 mL	9.8824 mL	19.7648 mL
	5 mM	0.3953 mL	1.9765 mL	3.9530 mL
	10 mM	0.1976 mL	0.9882 mL	1.9765 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

PeptideDB

Buclizine HCl (UCB-4445) 129-74-8

CAS No.: 129-74-8

Physicochemical Properties

Biological Activity

Solubility Data