CAS 969-33-5|CAS 129-03-3|CAS 41354-29-4|cyproheptadine hydrochloride|Periactin|Cyproheptadine hydrochloride|1-methyl-4-{tricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,9,12,14-heptaen-2-ylidene}pip...

General Information

Structure

Molecular Formula

C₂₁H₂₂ClN

Molecular Mass

323.85908

Exact Mass

323.14407739

Charge

InChI

InChI=1S/C21H21N.ClH/c1-22-14-12-18(13-15-22)21-19-8-4-2-6-16(19)10-11-17-7-3-5-9-20(17)21;/h2-11H,12-15H2,1H3;1H

InChIKey

ZPMVNZLARAEGHB-UHFFFAOYSA-N

Canonic Smiles

CN1CCC(=C2c3ccccc3C=Cc3c2cccc3)CC1.Cl

Isomeric Smiles

C1(=C2CCN(CC2)C)c2c(C=Cc3c1cccc3)cccc2.Cl

Calculated Properties

JChem

LogD (pH = 7.4)

3.65

LogD (pH = 5.5)

1.88

Log P

4.38

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

true

Acid pKa

8.05

Polar Surface Area

3.24

Polarizability

34.00

Molar Refractivity

105.17

LOG S

-4.10

Data Source

Names and Identifiers

IUPAC Traditional name

cyproheptadine hydrochloride periactin hydrochloride 1-methyl-4-{tricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,9,12,14-heptaen-2-ylidene}piperidine hydrochloride 1-methyl-4-{tricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,9,12,14-heptaen-2-ylidene}piperidine hydrochloride

Synonyms

PeriactinCyproheptadine hydrochloridePeriactin hydrochloride1-Methyl-4-(5-dibenzo(a,e)cycloheptatrienylidene) piperidinehydrochloride4-(5H-dibenzo[a,d][7]annulen-5-ylidene)-1-methylpiperidine hydrochloride赛庚啶盐酸盐倍半水合物Cyproheptadine hydrochloride sesquihydratePiperidine, 4-(5H-dibenzo[a,d]cyclohepten-5-ylidene)-1-methyl-, hydrochloride, hydrate (2:3)Cyproheptadinecyproheptadine hydrochloride anhydrouscyproheptadine hydrochloride (anh.)cyproheptadine hydrochloride (anhydrous)cyproheptadine HClanhydrous cyproheptadine hydrochloridecyproheptadine hydrochloride

IUPAC name

1-methyl-4-{tricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,9,12,14-heptaen-2-ylidene}piperidine hydrochloride 1-methyl-4-{tricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3,5,7,9,12,14-heptaen-2-ylidene}piperidine hydrochloride 1-methyl-4-{tricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,9,12,14-heptaen-2-ylidene}piperidine hydrochloride 1-methyl-4-{tricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,9,12,14-heptaen-2-ylidene}piperidine hydrochloride 1-methyl-4-{tricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,9,12,14-heptaen-2-ylidene}piperidine hydrochloride

Names and Identifiers

Registration numbers

CAS Number

969-33-5129-03-341354-29-4

EC Number

213-535-1

PubChem CID

13770

PubChem SID

1620382032427808296079764

MDL Number

SureChEMBL Database

CHEBI ID

CompTox Database

CHEMBL

ACToR Database

VSDB Database

Beilstein Number

Reaxys Registry

Registration numbers

Properties

Pharmacology Properties

Target

histamine

Gene Information

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

Mechanism of Action

Cyproheptadine competes with free histamine for binding at HA-receptor sites.

This antagonizes the effects of histamine on HA-receptors, leading to a reduction of the negative symptoms brought on by histamine HA-receptor binding

Product Information

Safety Information

-20°C

Room Temperature (15-30°C)

TM7050000

S:25-26-36/37/39

Physical Property

215-217°C

white to slightly yellow solid

methanol: soluble

ethanol: soluble

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

Selleck Chemicals

S2044

Research Area: Cancer
Biological Activity:

MP Biomedicals

02190170

Hydrochloride
Crystalline
Serotonin antagonist, antihistaminic and possibly a calcium channel blocker.

Sigma Aldrich

C6022

Biochem/physiol Actions
5-HT2/5-HT1C serotonin receptor antagonist; H1 histamine receptor antagonist; antipruritic.

ChEBI

CHEBI:59695

The hydrochloride salt of cyproheptadine. Note that the drug named cyproheptadine hydrochloride generally refers to cyproheptadine hydrochloride sesquihydrate.

Molecule Details

References

PubChem Literature

From Data Sources

• Negwer, M., Organic-Chemical Drugs and their Synonyms, 6th edn., Akademie-Verlag, 1987, 6064, (synonyms)

• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 935

• Engelhardt, E.L. et al., J. Med. Chem., 1965, 8, 829, (synth, pharmacol)

• Aboul-Enein, H.Y. et al., Anal. Profiles Drug Subst., 1980, 9, 155, (rev)

• Fischer, L.J. et al., Drug Metab. Dispos., 1980, 8, 422, (metab)

• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, PCI250; PCI500

References

Bioactivity

PubChem BioAssay

Bioactivity

Names and Identifiers

IUPAC Traditional name

Synonyms

IUPAC name

Registration numbers

CAS Number

969-33-5129-03-341354-29-4

EC Number

213-535-1

PubChem CID

13770

PubChem SID

1620382032427808296079764

MDL Number

SureChEMBL Database

CHEBI ID

CompTox Database

CHEMBL

ACToR Database

VSDB Database

Beilstein Number

Reaxys Registry

Molecule Details

S2044

Research Area: Cancer
Biological Activity:

MP Biomedicals

02190170

Hydrochloride
Crystalline
Serotonin antagonist, antihistaminic and possibly a calcium channel blocker.

Sigma Aldrich

C6022

Biochem/physiol Actions
5-HT2/5-HT1C serotonin receptor antagonist; H1 histamine receptor antagonist; antipruritic.

ChEBI

CHEBI:59695

The hydrochloride salt of cyproheptadine. Note that the drug named cyproheptadine hydrochloride generally refers to cyproheptadine hydrochloride sesquihydrate.

References

PubChem Literature

From Data Sources

• Negwer, M., Organic-Chemical Drugs and their Synonyms, 6th edn., Akademie-Verlag, 1987, 6064, (synonyms)

• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 935

• Engelhardt, E.L. et al., J. Med. Chem., 1965, 8, 829, (synth, pharmacol)

• Aboul-Enein, H.Y. et al., Anal. Profiles Drug Subst., 1980, 9, 155, (rev)

• Fischer, L.J. et al., Drug Metab. Dispos., 1980, 8, 422, (metab)

• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, PCI250; PCI500

Bioactivity

PubChem BioAssay

Properties

Pharmacology Properties

Target

histamine

Gene Information

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

Mechanism of Action

Cyproheptadine competes with free histamine for binding at HA-receptor sites.

This antagonizes the effects of histamine on HA-receptors, leading to a reduction of the negative symptoms brought on by histamine HA-receptor binding

Product Information

Safety Information

-20°C

Room Temperature (15-30°C)

TM7050000

S:25-26-36/37/39

Physical Property

215-217°C

white to slightly yellow solid

methanol: soluble

ethanol: soluble

Molecule

ID:73283