cyproheptadine hydrochloride

Names

[ CAS No. ]:
969-33-5

[ Name ]:
cyproheptadine hydrochloride

[Synonym ]:
4-(5H-dibenzo[a,d][7]annulen-5-ylidene)-1-methylpiperidine hydrochloride
Piperidine, 4- (5H-dibenzo[a,d]cyclohepten-5-ylidene)-1-methyl-, hydrochloride
periactinolhydrochloride
cyproheptadienehydrochloride
4-(5H-Dibenzo[a,d][7]annulen-5-yliden)-1-methylpiperidinhydrochlorid
4-(5H-dibenzo[a,d][7]annulén-5-ylidène)-1-méthylpipéridine chlorhydrate
piperidine, 4-(5H-dibenzo[a,d]cyclohepten-5-ylidene)-1-methyl-, hydrochloride
4-(5H-Dibenzo[a,d]cyclohepten-5-ylidene)-1-methylpiperidine Hydrochloride
CYPROHEPTADINE HCL BP
peritol
ANAREXOL
Cyproheptadin
Piperidine,4-(5H-dibenzo[a,d]cyclohepten-5-ylidene)-1-methyl-, hydrochloride (1:1)
periactinhydrochloride
MFCD00012538
cyproheptadine hydrochloride
CYPROHEPTADINE HCL
EINECS 213-535-1
Piperidine, 4-(5H-dibenzo[a,d]cyclohepten-5-ylidene)-1-methyl-, hydrochloride (1:1)
periactinsyrup
4-(5H-Dibenzo[a,d][7]annulen-5-ylidene)-1-methylpiperidine hydrochloride (1:1)
nuran
1-Methyl-4-(5-dibenzo[a,e]cycloheptatrienylidene)piperidine hydrochloride
1-Methyl-4-(5H-dibenzo[a,e]cycloheptatrienylidene)piperidine Hydrochloride
Cyproheptadine (hydrochloride)

Biological Activity

[Description]:

Cyproheptadine is a histamine receptor antagonist for 5-HT2 receptor with IC50 of 0.6 nM. Target: 5-HT2 ReceptorCyproheptadine is a serotonin antagonist and a histamine H2 blocker used as antipruritic, appetite stimulant, antiallergic, and for the post-gastrectomy dumping syndrome, etc. Inhibitory effects of cyclobenzaprine, amitriptyline, and cyproheptadine on mono- and polysynaptic reflex potentials are due to the inhibition of descending serotonergic systems through 5-HT(2) receptors in the spinal cord [1, 2].

[Related Catalog]:

Signaling Pathways >> GPCR/G Protein >> 5-HT Receptor

Signaling Pathways >> Neuronal Signaling >> 5-HT Receptor

Research Areas >> Neurological Disease

[References]

[1]. Honda, M., T. Nishida, and H. Ono, Tricyclic analogs cyclobenzaprine, amitriptyline and cyproheptadine inhibit the spinal reflex transmission through 5-HT(2) receptors. Eur J Pharmacol, 2003. 458(1-2): p. 91-9.

[2]. Calka, O., et al., Effect of cyproheptadine on serum leptin levels. Adv Ther, 2005. 22(5): p. 424-8.

[Related Small Molecules]

Chemical & Physical Properties

[ Boiling Point ]:
440.1ºC at 760mmHg

[ Molecular Formula ]:
C₂₁H₂₂ClN

[ Molecular Weight ]:
323.859

[ Flash Point ]:
194.5ºC

[ Exact Mass ]:
323.144073

[ PSA ]:
3.24000

[ LogP ]:
5.43780

[ Storage condition ]:
Store at RT

[ Water Solubility ]:
ethanol: soluble

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: TM7050000

CHEMICAL NAME :: Piperidine, 4-(5H-dibenzo(a,d)cyclohepten-5-ylidene)-1-methyl-, hydrochloride

CAS REGISTRY NUMBER :: 969-33-5

LAST UPDATED :: 199707

DATA ITEMS CITED :: 14

MOLECULAR FORMULA :: C21-H21-N.Cl-H

MOLECULAR WEIGHT :: 323.89

WISWESSER LINE NOTATION :: L C676 BYJ BU- DT6N DYTJ A1 &GH

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Human - woman

DOSE/DURATION :: 7 mg/kg/4W-C

TOXIC EFFECTS :: Gastrointestinal - other changes Liver - jaundice, cholestatic Liver - liver function tests impaired

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 295 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 52400 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >1 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 69 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 55300 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 107 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 23 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - guinea pig

DOSE/DURATION :: 216 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 60 mg/kg

SEX/DURATION :: female 5-16 day(s) after conception

TOXIC EFFECTS :: Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus)

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 250 mg/kg

SEX/DURATION :: female 6-15 day(s) after conception

TOXIC EFFECTS :: Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants) Reproductive - Specific Developmental Abnormalities - homeostasis

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 40 mg/kg

SEX/DURATION :: female 13-20 day(s) after conception

TOXIC EFFECTS :: Reproductive - Specific Developmental Abnormalities - endocrine system

MUTATION DATA

TYPE OF TEST :: Cytogenetic analysis

TEST SYSTEM :: Human Lymphocyte

DOSE/DURATION :: 2200 umol/L/24H (Continuous)

REFERENCE :: ZEKIA5 Zeitschrift fuer Kinderheilkunde. (Berlin, Ger.) V.1-120, 1910-75. For publisher information, see EJPEDT. Volume(issue)/page/year: 118,219,1974 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X3187 No. of Facilities: 79 (estimated) No. of Industries: 1 No. of Occupations: 2 No. of Employees: 2047 (estimated) No. of Female Employees: 947 (estimated)

Safety Information

[ Hazard Codes ]:
Xn: Harmful;

[ Risk Phrases ]:
R22;R36/37/38

[ Safety Phrases ]:
26-36

[ RIDADR ]:
UN 2811

[ WGK Germany ]:
3

[ RTECS ]:
TM7050000

[ Packaging Group ]:
III

[ Hazard Class ]:
6.1(b)

[ HS Code ]:
2933399090

Customs

[ HS Code ]: 2933399090

[ Summary ]:
2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%