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Merck

C6022

Cyproheptadine hydrochloride sesquihydrate

≥98% (TLC), solid

Synonym(s):

Piperidine, 4-(5H-dibenzo[a,d]cyclohepten-5-ylidene)-1-methyl-, hydrochloride, hydrate (2:3)

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About This Item

Empirical Formula (Hill Notation):
C21H21N·HCl·1.5H2O
CAS Number:
41354-29-4
Molecular Weight:
350.88
MDL number:
MFCD00012538
UNSPSC Code:
12352200
PubChem Substance ID:
24278082
EC Number:
213-535-1
NACRES:
NA.77

Product Name

Cyproheptadine hydrochloride sesquihydrate, ≥98% (TLC), solid

InChI

1S/2C21H21N.2ClH.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;2*1H;3*1H2

InChI key

ZEAUHIZSRUAMQG-UHFFFAOYSA-N

SMILES string

Cl.CN1CCC(\CC1)=C2/c3ccccc3C=Cc4ccccc24

assay

≥98% (TLC)

form

solid

color

white to slightly yellow

solubility

ethanol: soluble
methanol: soluble

originator

Merck & Co., Inc., Kenilworth, NJ, U.S.

Quality Level

200

Gene Information

human ... HRH1(3269), HTR2A(3356), HTR2B(3357), HTR2C(3358)

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Application

Cyproheptadine hydrochloride sesquihydrate has been used in:
  • testing anti-inflammatory activity in serotonin receptor (5-HT) induced inflammation
  • the inhibition of 5-HT in in vivo and in vitro bioassays in crabs
  • the inhibition of 5-HT in embryo physiological experiments

inhibition of calcitonin gene related peptide (CGRP)

Biochem/physiol Actions

Cyproheptadine hydrochloride sesquihydrate is a serotonin receptor (5-HT2/5-HT1C) antagonist, H1 histamine receptor antagonist and an antipruritic. The inhibition of 5-HT by cyproheptadine improves cognitive function in schizophrenia disorder. Cyproheptadine is effective for treating functional gastrointestinal disorders (FGIDs). Food and Drug Administration (FDA) approved cyproheptadine, has antidepressant and antiplatelet functionality. It may be effective in treating thromboembolic disorders. Cyproheptadine inhibits lysine methyltransferase 7/9 (Set7/9) leading to a decrease in estrogen receptor (ERα) expression and growth arrest in breast cancer cells.

Features and Benefits

This compound was developed by Merck & Co., Inc., Kenilworth, NJ, U.S.. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000478205
0000478205
0000346144
0000346144
SLBX0193

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Observations on the use of cyproheptadine hydrochloride as an antipruritic agent in allergic cats.
Scott DW, et al.
The Canadian Veterinary Journal. La Revue Veterinaire Canadienne, 39(10), 634-634 (1998)
Anti-inflammatory activity of bartogenic acid containing fraction of fruits of Barringtonia racemosa Roxb. in acute and chronic animal models of inflammation
Patil KR and Patil CR
Journal of traditional and complementary medicine, 7(1), 86-93 (2017)
Effects of the 5HT antagonist cyproheptadine on neuropsychological function in chronic schizophrenia
Chaudhry IB, et al.
Schizophrenia Research, 53(1-2), 17-24 (2002)
Cyproheptadine: a potentially effective treatment for functional gastrointestinal disorders in children
Krasaelap A and Madani S
Pediatric Annals, 46(3), e120-e125 (2017)
The antidepressant 5-HT2A receptor antagonists pizotifen and cyproheptadine inhibit serotonin-enhanced platelet function
Lin OA, et al.
PLoS ONE, 9(1), e87026-e87026 (2014)
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