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Sigma-Aldrich

Cyproheptadine hydrochloride sesquihydrate

99%

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Synonym(s):
4-(5H-Dibenzo[a,d]cyclohepten-5-ylidene)-1-methyl-piperidine hydrochloride hydrate
Empirical Formula (Hill Notation):
C21H21N · HCl · 1.5H2O
CAS Number:
41354-29-4
Molecular Weight:
350.88
EC Number:
213-535-1
UNSPSC Code:
12352100
PubChem Substance ID:
24856848
NACRES:
NA.22

Quality Level

100

Assay

99%

form

solid

mp

165 °C (dec.) (lit.)

solubility

1 M NH4OH: soluble 25 mg/mL, clear, colorless to faintly yellow

SMILES string

O.O.O.Cl.CN1CCC(\CC1)=C2\c3ccccc3C=Cc4ccccc24.CN5CCC(\CC5)=C6\c7ccccc7C=Cc8ccccc68

InChI

1S/2C21H21N.ClH.3H2O/c2*1-22-14-12-18(13-15-22)21-19-8-4-2-6-16(19)10-11-17-7-3-5-9-20(17)21;;;;/h2*2-11H,12-15H2,1H3;1H;3*1H2

InChI key

PXCSXCDWTUPVIM-UHFFFAOYSA-N

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General description

Cyproheptadine hydrochloride sesquihydrate is an antihistamine and is an antagonist of serotonin and histamine. It induced preventive effect against the development of pergolide-induced valvulopathy in a rat model.

Application

Structural studies of an antihistimine

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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)

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The structure of an antihistamine: cyproheptadine hydrochloride sesquihydrate.
Birknes BJORN.
Acta Crystallographica Section B, Structural Science, 33(3), 687-691 (1977)
Steven Droogmans et al.
American journal of physiology. Heart and circulatory physiology, 296(6), H1940-H1948 (2009-04-07)
Serotonergic drugs, such as pergolide, have been associated with the development of cardiac valvular myxoid thickening and regurgitation in humans and more recently in rats. These effects are potentially mediated by the 5-hydroxytryptamine (5-HT)(2B) receptor (5-HT(2B)R). Therefore, we sought to
Jung Yeon Kim et al.
Biomedical chromatography : BMC, 29(3), 465-474 (2014-08-01)
The purpose of this study was to develop and validate an ultra-performance liquid chromatography method for simultaneous analysis of 20 antihistamines (illegal additives) in dietary supplements. The limits of detection and quantitation of the method ranged from 1.5 to 2.5

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