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1104-22-9

1104-22-9 structure
1104-22-9 structure
  • Name: Meclizine dihydrochloride
  • Chemical Name: Meclizine dihydrochloride
  • CAS Number: 1104-22-9
  • Molecular Formula: C25H29Cl3N2
  • Molecular Weight: 463.870
  • Catalog: API Antiallergic Antihistamine
  • Create Date: 2018-02-08 08:00:00
  • Modify Date: 2025-08-21 17:13:11
  • Meclizine is a histamine H1 receptor antagonist used to treat nausea and motion sicknessTarget: Histamine H1 ReceptorMeclizine is a histamine H1 receptor antagonist used to treat nausea and motion sickness, possesses anticholinergic, central nervous system depressant, and local anesthetic effects [1]. Meclizine is an agonist ligand for mouse CAR (constitutive androstane receptor), and an inverse agonist for human CAR. Meclizine increases mCAR transactivation in a dose-dependent manner, stimulates binding of steroid receptor coactivator 1 to the murine receptor in vitro. In contrast, meclizine suppresses hCAR transactivation and inhibits the phenobarbital-induced expression of the CAR target genes, cytochrome p450 monooxygenase (CYP)2B10, CYP3A11, and CYP1A2, in primary hepatocytes derived from mice expressing hCAR, but not mCAR [2].
Name Meclizine dihydrochloride
Synonyms Piperazine, 1-[(4-chlorophenyl)phenylmethyl]-4-[(3-methylphenyl)methyl]-, hydrochloride (1:2)
Piperazine, 1- (p-chloro-α-phenylbenzyl)-4-(m-methylbenzyl)-, dihydrochloride
EINECS 214-164-8
Meclizine diHCl
UNII:L997QXC9J1
ancolandihydrochloride
Meclizine (dihydrochloride)
1-((4-Chlorophenyl)(phenyl)methyl)-4-(3-methylbenzyl)piperazine dihydrochloride
Meclozine Hcl
UNII:408UZ554UD
diadril
Meclozine dihydrochloride
UNII:V5604WJ3XP
mecilizine hydrochloride
bonamine
MFCD00058199
1-[(4-Chlorophenyl)(phenyl)methyl]-4-(3-methylbenzyl)piperazine dihydrochloride
Navidoxine
Meclizine 2HCl
Description Meclizine is a histamine H1 receptor antagonist used to treat nausea and motion sicknessTarget: Histamine H1 ReceptorMeclizine is a histamine H1 receptor antagonist used to treat nausea and motion sickness, possesses anticholinergic, central nervous system depressant, and local anesthetic effects [1]. Meclizine is an agonist ligand for mouse CAR (constitutive androstane receptor), and an inverse agonist for human CAR. Meclizine increases mCAR transactivation in a dose-dependent manner, stimulates binding of steroid receptor coactivator 1 to the murine receptor in vitro. In contrast, meclizine suppresses hCAR transactivation and inhibits the phenobarbital-induced expression of the CAR target genes, cytochrome p450 monooxygenase (CYP)2B10, CYP3A11, and CYP1A2, in primary hepatocytes derived from mice expressing hCAR, but not mCAR [2].
Related Catalog
References

[1]. King, C.T., S.A. Weaver, and S.A. Narrod, Antihistamines and Teratogenicity in the Rat. J Pharmacol Exp Ther, 1965. 147: p. 391-8.

[2]. Huang, W., et al., Meclizine is an agonist ligand for mouse constitutive androstane receptor (CAR) and an inverse agonist for human CAR. Mol Endocrinol, 2004. 18(10): p. 2402-8.
Density 1.159g/cm3
Boiling Point 495.3ºC at 760mmHg
Melting Point 212 °C
Molecular Formula C25H29Cl3N2
Molecular Weight 463.870
Flash Point 253.3ºC
Exact Mass 462.139618
PSA 6.48000
LogP 7.03540
Vapour Pressure 6E-10mmHg at 25°C
Storage condition 2-8°C

CHEMICAL IDENTIFICATION

RTECS NUMBER :
TL2005000
CHEMICAL NAME :
Piperazine, 1-(p-chloro-alpha-phenylbenzyl)-4-(m-methylbenzyl)-, dihydrochloride
CAS REGISTRY NUMBER :
1104-22-9
LAST UPDATED :
199803
DATA ITEMS CITED :
6
MOLECULAR FORMULA :
C25-H27-Cl-N2.2Cl-H
MOLECULAR WEIGHT :
463.91
WISWESSER LINE NOTATION :
T6N DNTJ AYR&R DG& D1R C1 &GH 2

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1600 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
29ZVAB "Handbook of Analytical Toxicology," Sunshine, I., ed., Cleveland, OH, Chemical Rubber Co., 1969 Volume(issue)/page/year: -,67,1969
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
625 mg/kg
TOXIC EFFECTS :
Behavioral - convulsions or effect on seizure threshold Behavioral - excitement Lungs, Thorax, or Respiration - respiratory obstruction
REFERENCE :
JAPMA8 Journal of the American Pharmaceutical Association, Scientific Edition. (Washington, DC) V.29-49, 1940-60. For publisher information, see JPMSAE. Volume(issue)/page/year: 43,653,1954 ** REPRODUCTIVE DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
800 mg/kg
SEX/DURATION :
female 8-15 day(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - craniofacial (including nose and tongue) Reproductive - Specific Developmental Abnormalities - homeostasis Reproductive - Specific Developmental Abnormalities - other developmental abnormalities
REFERENCE :
MPHEAE Medicina et Pharmacologia Experimentalis. (Basel, Switzerland) V.12-17, 1965-67. For publisher information, see PHMGBN. Volume(issue)/page/year: 15,375,1966
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
800 mg/kg
SEX/DURATION :
female 8-15 day(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - musculoskeletal system
REFERENCE :
MPHEAE Medicina et Pharmacologia Experimentalis. (Basel, Switzerland) V.12-17, 1965-67. For publisher information, see PHMGBN. Volume(issue)/page/year: 15,375,1966
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
1 gm/kg
SEX/DURATION :
female 8-15 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants)
REFERENCE :
MPHEAE Medicina et Pharmacologia Experimentalis. (Basel, Switzerland) V.12-17, 1965-67. For publisher information, see PHMGBN. Volume(issue)/page/year: 15,375,1966
Symbol GHS07 GHS08
GHS07, GHS08
Signal Word Warning
Hazard Statements H302-H361
Precautionary Statements P280-P301 + P312 + P330
Hazard Codes Xn: Harmful;
Risk Phrases R22
Safety Phrases S22-S36
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS TL2005000
HS Code 2933499090
620-19-9 structure

620-19-9

303-26-4 structure

303-26-4

~%

1104-22-9 structure

1104-22-9

Literature: US2011/172425 A1, ; Page/Page column 8 ;
Precursor  2

DownStream  0

HS Code 2933499090
Summary 2933499090. other compounds containing in the structure a quinoline or isoquinoline ring-system (whether or not hydrogenated), not further fused. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%
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