Cyproheptadine 10,11-epoxide
Basic information
- CAS
54191-04-7- Standard SMILES
CN1CCC(=C2c3ccccc3C3OC3c3ccccc32)CC1- InChIKey
XUBOBOCBTFPEJJ-UHFFFAOYSA-N- Molecular formula
- C21H21NO
- Average molar mass
- 303.4 g/mol
- Monoisotopic mass
- 303.16231429
Overview
metabolite of cyproheptadine; inhibits proinsulin & insulin biosynthesis & insulin release in isolated rat pancreatic islets
Names & identifiers
- Preferred name
- Cyproheptadine 10,11-epoxide
- IUPAC
- 1-methyl-4-(3-oxatetracyclo[10.4.0.02,4.05,10]hexadeca-1(16),5,7,9,12,14-hexaen-11-ylidene)piperidine
- English name
- cyproheptadine 10,11-epoxide
- Molecular formula
- C21H21NO
- Molecular weight
- 303.4
Names & synonyms
Cyproheptadine epoxide54191-04-7Cyproheptadine-10,11-epoxideCyproheptadine 10,11-epoxideAW3G2X5UQDCPH-epoxideRefChem:130156Cyproheptadine Impurity 29Cyproheptadine Impurity 1Cyproheptadine Impurity 51-methyl-4-(3-oxatetracyclo[10.4.0.02,4.05,10]hexadeca-1(16),5,7,9,12,14-hexaen-11-ylidene)piperidine4-(1a,10b-Dihydro-6H-dibenzo[3,4:6,7]cyclohepta[1,2-b]oxiren-6-ylidene)-1-methylpiperidine
Show more names
Cycloheptadine 10,11-oxide6-(1-Methylpiperidin-4-ylidene)-1a,10b-dihydro-6H-dibenzo[3,4:6,7]cyclohept[1,2-b]oxirenePiperidine, 4-(1a,10b-dihydro-6H-dibenzo[3,4:6,7]cyclohept[1,2-b]oxiren-6-ylidene)-1-methyl-
BRN 4916015UNII-AW3G2X5UQDDTXSID109691546H-Dibenzo(3,4:6,7)cyclohept(1,2-b)oxirene, piperidine deriv.ECA19104Piperidine, 4-(1a,10b-dihydro-6H-dibenzo(3,4:6,7)cyclohept(1,2-b)oxiren-6-ylidene)-1-methyl-4-(1aH-dibenzo[3,4:6,7]cyclohepta[1,2-b]oxiren-6(10bH)-ylidene)-1-methylpiperidine
Properties
Computed structural properties
- XLogP
- 2.8
- Topological polar surface area
- 15.8 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 0
- Heavy atoms
- 23
- Formal charge
- 0
- Complexity
- 458
Physicochemical properties
- Boiling point
- 480.2 · 480.2±45.0 °C(Predicted)
- Density
- 1.194 · 1.194±0.06 g/cm3(Predicted)
- pka
- 8.93 · 8.93±0.20(Predicted)
- FDA UNII
- 3 G2X5UQD · AW3G2X5UQD
Chemistry & industry
Applications
UsesCyproheptadine-10,11-epoxide, is an impurity of Cyproheptadine (C989200), a first-generation antihistamine with additional anticholinergic, antiserotonergic, and local anesthetic properties. Cyproheptadine is a 5-HT2/5-HT1C serotonin receptor antagonist; H1 histamine receptor antagonist; antipruritic.
Upstream & downstream products
Upstream raw materials
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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