Basic information
- CAS
969-33-5- Standard SMILES
CN1CCC(=C2c3ccccc3C=Cc3ccccc32)CC1.[Cl-].[H+]- InChIKey
ZPMVNZLARAEGHB-UHFFFAOYSA-N- Molecular formula
- C21H22ClN
- Average molar mass
- 323.9 g/mol
- Monoisotopic mass
- 323.1440774
Overview
See also: Cyproheptadine Hydrochloride (preferred); Cyproheptadine (has active moiety).
Names & identifiers
- Preferred name
- Hydron;1-methyl-4-(2-tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,9,11,13-heptaenylidene)piperidine;chloride
- IUPAC
- hydron;1-methyl-4-(2-tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,9,11,13-heptaenylidene)piperidine;chloride
- English name
- Cyproheptadine hydrochloride
- Molecular formula
- C21H21N.ClH
- Molecular weight
- 323.86
Names & synonyms
SCHEMBL3005524CYPROHEPTADINE HCL4-(5H-DIBENZO[A,D]CYCLOHEPTEN-5-YLIDINE)-METHYLPIPERIDINE HYDROCHLORIDEnuranperitolANAREXOLperiactinsyrupCycloheptadine HClCYPROHEPTADINE HYDROCYPROHEPTADINE HCL BPperiactinhydrochloride
Database identifiers
- CAS
969-33-5- PubChem CID
- 657241
Properties
Computed structural properties
- Topological polar surface area
- 3.2 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 0
- Heavy atoms
- 23
- Formal charge
- 0
- Complexity
- 423
Physicochemical properties
- Melting point
- 254 · 254-256.5 °C(Solv: ethanol (64-17-5); ethyl ether (60-29-7))
- storage temp.
- Inert atmosphere,Room Temperature
- solubility
- ethanol: soluble
- form
- solid
- color
- 2 O · Crystals from EtOH/Et2O
- Water Solubility
- Soluble in water (15mM)
- Stability
- Hygroscopic
- Major Application
- pharmaceutical (small molecule)
- 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
- SMILES
- CN1CC/C(/CC1)=C1/C2=CC=CC=C2C=CC2=CC=CC=C/12.Cl
- FDA UNII
- 0 S9323MCT0 · 0S9323MCT0
- UNSPSC Code
- 41116107 · 41116107
- NACRES
- 24 · NA.24
- Protein binding
- 96 · 96-99%
- Excreted unchanged in urine
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- 3
- rtecs
- TM7050000
- ridadr
- UN 2811 6.1/PG 3
- Toxicity
- LD50 orl-rat: 295 mg/kg DRUGAY 6,340,82
- risk_code
- 22-36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07,GHS08
- hazard_code
- Xn
- safety_code
- 26-36
- hazard_class
- 6.1(b)
- Storage Class
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- packing_group
- III
- target organs
- Respiratory system
- Hazard statements
- H302-H361-H315-H319-H335
- Hazard Classifications
- Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
- Precautionary statements
- P264-P280-P305+P351+P338-P337+P313P-P264-P270-P301+P312-P330-P501-P201-P202-P281-P308+P313-P405-P501-P264-P280-P302+P352-P321-P332+P313-P362
Chemistry & industry
Applications
UsesAntipruritic;5-HT antagonist
UsesCyproheptadine hydrochloride is an antihistamine in which antiserotonin activity has been demonstrated both in vivo and in vitro. As yet, however, there is no evidence that this action contributes to clinical therapeutic effects. Anticholinergic and sedative effects are observed. Cyproheptadine may be more effective than other H1 blockers in the management of cold urticaria.
General DescriptionCyproheptadinehydrochloride, 4-(5H-dibenzo-[a,d]-cyclohepten-5-ylidine)-1-methylpiperidine hydrochloride sesquihydrate(Periactin), is slightly soluble in water and sparingly solublein alcohol.Cyproheptadine possesses both antihistamine and antiserotoninactivity and is used as an antipruritic agent. It isindicated for the treatment of hypersensitivity reactions,perennial, and seasonal allergic rhinitis; vasomotor rhinitis;allergic conjunctivitis, uncomplicated allergic skin manifestationsof urticaria and angioedema; amelioration of allergicreactions to blood or plasma; and cold urticaria. It is alsoused off-label for nightmares associated with posttraumaticstress disorder (PTSD), prevention of migraine, suppressionof vascular headaches, and appetite stimulation. Sedation isthe most prominent side effect, and this is usually brief, disappearingafter 3 or 4 days of treatment.
Upstream & downstream products
Upstream raw materials
Suppliers100 total
Related reactions
0 records
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Compound notes
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