• Name

  Meclozine

• EINECS 209-323-3
• CAS No. 569-65-3
• Article Data9
• CAS DataBase
• Density 1.159 g/cm³
• Solubility
• Melting Point 153-157oC
• Formula C₂₅H₂₇ClN₂
• Boiling Point 495.3 °C at 760 mmHg
• Molecular Weight 390.956
• Flash Point 253.3 °C
• Transport Information
• Appearance
• Safety
• Risk Codes  Xn:;
  
• Molecular Structure
• Hazard Symbols R22;R36/37/38:;
• Synonyms Piperazine,1-(p-chloro-a-phenylbenzyl)-4-(m-methylbenzyl)-(6CI,8CI);1-(p-Chlorobenzhydryl)-4-(m-methylbenzyl)diethylenediamine;Ancolan;Bonine;Histametizyne;Meclizine;NSC 169189;Navicalm;Neo-Istafene;Parachloramine;Postafene;Ravelon;Sabari;Suprimal;U.C.B. 5062;Vomisseis;
• PSA 6.48000
• LogP 6.23340

Synthetic route

5321-48-2

1-(3-methylbenzyl)piperazine

104-88-1

4-chlorobenzaldehyde

569-65-3

meclizine

Conditions

Conditions	Yield
With hydrogenchloride; potassium cyanide; toluene anschl. Erh. der nach Abtrennung der wss. Phase erhaltenen Loesung mit Phenylmagnesiumbromid in Toluol;
With calcium sulfate; mercury dichloride; butan-1-ol anschl. mit methanol. Natriummethylat, Erw. des Rktprod. mit Phenylmagnesiumbromid in Aether;

(+-)-1-<4-chloro-benzhydryl>-piperazine

(+-)-1-<4-chloro-benzhydryl>-piperazine

3-methyl-benzyl halide

3-methyl-benzyl halide

569-65-3

meclizine

TentaGel-NEtC(O)CH2C2F4OC2F4SO3-{4-(1-[(α-4-chlorophenyl)benzyl]piperazin-4-yl)methyl-2-methylphenyl} resin

TentaGel-NEtC(O)CH2C2F4OC2F4SO3-{4-(1-[(α-4-chlorophenyl)benzyl]piperazin-4-yl)methyl-2-methylphenyl} resin

569-65-3

meclizine

Conditions

Conditions	Yield
With formic acid; 1,3-bis-(diphenylphosphino)propane; triethylamine; palladium diacetate In N,N-dimethyl-formamide at 85℃; for 2h;

303-26-4

N-(4-chlorobenzhydryl)piperazine

620-23-5

m-tolyl aldehyde

569-65-3

meclizine

Conditions

Conditions	Yield
With formic acid; C18H24Cl2IrN3 In water at 20℃; for 12h; Schlenk technique; Green chemistry;	1.56 g

569-65-3

meclizine

831-81-2

4-chlorophenyl(phenyl)methane

Conditions

Conditions	Yield
With tris(pentafluorophenyl)borate; phenylsilane at 120℃; for 24h; Inert atmosphere; Sealed tube; Glovebox;	97%

10273-89-9

2-(2-methylphenyl)pyridine

569-65-3

meclizine

C37H37N3

Conditions

Conditions	Yield
With C17H24N5Ru(1+)*F6P(1-); potassium acetate; potassium carbonate In 1-methyl-pyrrolidin-2-one at 50℃; for 24h; Inert atmosphere;	90%

13675-18-8

tetrahydroxydiboron

569-65-3

meclizine

126-30-7

2,2-Dimethyl-1,3-propanediol

1-((4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)phenyl)(phenyl)methyl)-4-(3-methylbenzyl)piperazine

Conditions

Conditions	Yield
Stage #1: tetrahydroxydiboron; meclizine With XPhos-Pd-G; potassium acetate; XPhos at 80℃; for 12h; Schlenk technique; Inert atmosphere; Stage #2: 2,2-Dimethyl-1,3-propanediol In dichloromethane at 20℃; for 12h; Schlenk technique; Inert atmosphere;	85%

...Expand

76-09-5

2,3-dimethyl-2,3-butane diol

13675-18-8

tetrahydroxydiboron

569-65-3

meclizine

1-(3-methylbenzyl)-4-(phenyl(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methyl)piperazine

Conditions

Conditions	Yield
Stage #1: tetrahydroxydiboron; meclizine With methanesulfonic acid(2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2′-amino-1,1′-biphenyl)]palladium(II); potassium acetate; XPhos In ethanol at 80℃; for 4h; Inert atmosphere; Schlenk technique; Stage #2: 2,3-dimethyl-2,3-butane diol In dichloromethane at 20℃; for 8h; Inert atmosphere; Schlenk technique;	75%

...Expand

569-65-3

meclizine

(4-((4-chlorophenyl)(phenyl)methyl)piperazin-1-yl)(m-tolyl)methanone

Conditions

Conditions	Yield
With DBN; oxygen; rose bengal In N,N-dimethyl-formamide at 20℃; for 48h; Irradiation;	61%

Grushin’s reagent

569-65-3

meclizine

1-((4-chlorophenyl)(phenyl)methyl)-4-(3-(2,2,2-trifluoroethyl)benzyl)piperazine

Conditions

Conditions	Yield
With ammonium peroxydisulfate; chlorotriisopropylsilane; trifluoroacetic acid In water; acetone at 20℃; for 18h; Inert atmosphere; Sealed tube; Irradiation; Green chemistry;	26%

117-80-6

2,3-Dichloro-1,4-naphthoquinone

569-65-3

meclizine

2-Chlor-3-{4-[(4-chlorphenyl)phenylmethyl]piperazin-1-yl}-1,4-naphthochinon

Conditions

Conditions	Yield
In dichloromethane for 96h; Heating;	3.1%

569-65-3

meclizine

1-(3-methylbenzyl)-4-(phenyl(4-(trifluoromethylthio)phenyl)methyl)piperazine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: potassium acetate; XPhos-Pd-G; XPhos / 12 h / 80 °C / Schlenk technique; Inert atmosphere 1.2: 12 h / 20 °C / Schlenk technique; Inert atmosphere 2.1: tetrahydrofuran; pentane / 2 h / -40 - 0 °C / Schlenk technique 3.1: N,N-dimethyl acetamide; acetonitrile / 24 h / 60 °C View Scheme

Meclozine Chemical Properties

Meclozine Uses

Meclozine Toxicity Data With Reference

Meclozine Consensus Reports

Meclozine Safety Profile