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Merck

C6022

Cyproheptadine hydrochloride sesquihydrate

≥98% (TLC), solid

Synonym(e):

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

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Über diesen Artikel

Empirische Formel (Hill-System):
C21H21N·HCl·1.5H2O
CAS-Nummer:
Molekulargewicht:
350.88
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
EC Number:
213-535-1
NACRES:
NA.77
Assay:
≥98% (TLC)
Form:
solid
Quality level:

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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

Gene Information

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Dieser Artikel
279072N72611161000
form

solid

form

solid

form

powder

form

-

assay

≥98% (TLC)

assay

99%

assay

≥98% (HPLC)

assay

-

Quality Level

200

Quality Level

100

Quality Level

200

Quality Level

-

solubility

ethanol: soluble, methanol: soluble

solubility

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

solubility

ethanol: 100 mg/mL, H2O: soluble

solubility

-

color

white to slightly yellow

color

-

color

white to off-white

color

-

originator

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

originator

-

originator

Eli Lilly

originator

-

Application

Cyproheptadine hydrochloride sesquihydrate has been used in:
  • testing anti-inflammatory activity in serotonin receptor (5-HT) induced inflammation[1]
  • the inhibition of 5-HT in in vivo and in vitro bioassays in crabs[2]
  • the inhibition of 5-HT in embryo physiological experiments[3]

inhibition of calcitonin gene related peptide (CGRP)[4]

Biochem/physiol Actions

Cyproheptadine hydrochloride sesquihydrate is a serotonin receptor (5-HT2/5-HT1C) antagonist,[5] H1 histamine receptor antagonist[6] and an antipruritic.[7] The inhibition of 5-HT by cyproheptadine improves cognitive function in schizophrenia disorder.[5] Cyproheptadine is effective for treating functional gastrointestinal disorders (FGIDs).[8] Food and Drug Administration (FDA) approved cyproheptadine, has antidepressant and antiplatelet functionality. It may be effective in treating thromboembolic disorders.[9] Cyproheptadine inhibits lysine methyltransferase 7/9 (Set7/9) leading to a decrease in estrogen receptor (ERα) expression and growth arrest in breast cancer cells.[10]

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

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Danger

Hazard Classifications

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

target_organs

Respiratory system

Lagerklasse

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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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)
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)
H W Suh et al.
Neuropeptides, 33(2), 121-129 (2000-02-05)
The present study was designed to investigate the modulatory effects of blockade of spinal histamine receptors on antinociception induced by supraspinally administered mu-epsilon-, delta-, and kappa-opioid receptor agonists. The effects of intrathecal (i.t.) injections with cyproheptadine [a histamine-1 (H1) receptor
E O Okoro
The Journal of pharmacy and pharmacology, 51(8), 953-957 (1999-09-30)
We have previously shown that elimination of buffer Ca2+ markedly reduced maximum 5-HT-induced contractions. We have now investigated the effect of L-type Ca2+-channel blockers and 5-HT2 receptor antagonists on 5-HT- and K+-induced contractions in rat aorta to explore the possibility

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