Basic information
- CAS
66794-74-9- Standard SMILES
COc1ccc(C(=O)Nc2ccccc2CCC2CCCCN2C)cc1.Cl- InChIKey
OJIIZIWOLTYOBS-UHFFFAOYSA-N- Molecular formula
- C22H29ClN2O2
- Average molar mass
- 388.9 g/mol
- Monoisotopic mass
- 388.1917559
Overview
Encainide hydrochloride is the hydrochloride salt of encainide. A class Ic antiarrhythmic, it was used for the treatment of severe or life-threatening ventricular arrhythmias, but it was associated with increased death rates in patients who had asymptomatic heart rhythm abnormalities after a recent heart attack and was withdrawn from the market. It has a role as an anti-arrhythmia drug. It contains an encainide.
Names & identifiers
- Preferred name
- Encainide Hydrochloride
- IUPAC
- 4-methoxy-N-[2-[2-(1-methylpiperidin-2-yl)ethyl]phenyl]benzamide;hydrochloride
- English name
- Encainide hydrochloride
- Molecular formula
- C22H28N2O2.ClH
- Molecular weight
- 388.936
Names & synonyms
Encainide hydrochloride66794-74-9Encainide HClMJ 9067-1DTXSID2049004MJ-90674CH7J36N9S4-Methoxy-2'-(2-(1-methyl-2-piperidyl)ethyl)benzanilide hydrochlorideMJ-9067-1DTXCID7028930CHEBI:598802-(2-{2-[(4-methoxybenzoyl)amino]phenyl}ethyl)-1-methylpiperidinium chloride
Show more names
(+)-IsomerEncainide, (+)-Isomer4-methoxy-n-(2-(2-(1-methylpiperidin-2-yl)ethyl)phenyl)benzamide hydrochlorideMJ-9067, (+/-)-4-Methoxy-N-[2-[2-(1-methyl-2-piperidinyl)ethyl]phenyl]benzamide hydrochloride
2-(2-(2-((4-methoxybenzoyl)amino)phenyl)ethyl)-1-methylpiperidinium chlorideRefChem:920938Encainide Hydrochloride, (+-)-MJ9067Benzamide, 4-methoxy-N-(2-(2-(1-methyl-2-piperidinyl)ethyl)phenyl)-, hydrochloride (1:1)636-281-7EnkaidEncainide (hydrochloride)
Database identifiers
- CAS
66794-74-9- PubChem CID
- 48040
- DTXSID
DTXSID2049004- ChEMBL
CHEMBL2106155- ChEBI
CHEBI:59880- UNII
- 4CH7J36N9S
- EC Number
- 636-281-7
Properties
Computed structural properties
- Topological polar surface area
- 41.6 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 6
- Heavy atoms
- 27
- Formal charge
- 0
- Complexity
- 434
Physicochemical properties
- Melting point
- 131.5 · 131.5-132.5 °C
- storage temp.
- 2 · 2-8°C
- solubility
- 2 O: · H2O: >25mg/mL
- form
- powder
- color
- White to off-white
- Water Solubility
- 2 O: · H2O: >25mg/mL
- InChI
- 1S/C22H28N2O2.ClH/c1-24-16-6-5-8-19(24)13-10-17-7-3-4-9-21(17)23-22(25)18-11-14-20(26-2)15-12-18;/h3-4,7,9,11-12,14-15,19H,5-6,8,10,13,16H2,1-2H3,(H,23,25);1H
- InChIKey
- OJIIZIWOLTYOBS-UHFFFAOYSA-N
- SMILES
- Cl.COc1ccc(cc1)C(=O)Nc2ccccc2CCC3CCCCN3C
- FDA UNII
- 4 CH7J36N9S · 4CH7J36N9S
- UNSPSC Code
- 12352200 · 12352200
- NACRES
- 77 · NA.77
- Symbol(GHS)
- 6 · GHS06
- Signal word
- Danger
- Hazard statements
- 301 · H301-H315-H319-H335
- Precautionary statements
- 301 · P301+P310+P330-P302+P352-P305+P351+P338
- target organs
- Respiratory system
- PPE
- 2 · Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
- Hazard Codes
- T
- Risk Statements
- 25 · 25-36/37/38
- Safety Statements
- 26 · 26-45
- RIDADR
- 2811 · UN 2811 6.1/PG 3
- WGK Germany
- 3 · 3
- RTECS
- 5521500 · CV5521500
- Storage Class
- 6.1 C · 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- Hazard Classifications
- 3 OralEye · Acute Tox. 3 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
- Toxicity
- 50 in · LD50 in mice, dogs (mg/kg): 86, 43 orally; 16, 17 i.v. (Mitchell, Winkle)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 3 (100%)
Safety data
- PPE
- Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
- wgk
- 3
- rtecs
- CV5521500
- ridadr
- UN 2811 6.1/PG 3
- Toxicity
- LD50 in mice, dogs (mg/kg): 86, 43 orally; 16, 17 i.v. (Mitchell, Winkle)
- risk_code
- 25-36/37/38
- Signal word
- Danger
- Symbol(GHS)
- GHS06
- hazard_code
- T
- safety_code
- 26-45
- Storage Class
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- target organs
- Respiratory system
- Hazard statements
- H301-H315-H319-H335
- Hazard Classifications
- Acute Tox. 3 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
- Precautionary statements
- P301+P310+P330-P302+P352-P305+P351+P338
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Agents used for the treatment or prevention of cardiac arrhythmias. They may affect the polarization-repolarization phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibers. Anti-arrhythmia agents are often classed into four main groups according to their mechanism of action: sodium channel blockade, beta-adrenergic blockade, repolarization prolongation, or calcium channel blockade.
A class of drugs that inhibit the activation of VOLTAGE-GATED SODIUM CHANNELS.
Applications
DescriptionEncainide is an oral and injectable antiarrhythmic structurally related to flecainide. It is reportedly useful in the treatment of symptomatic and life-threatening ventricular arrhythmias. While it appears to have higher efficacy than quinine, the morbidity and mortality rates are comparable.
UsesCardiac depressant (anti-arrhythmic.
Upstream & downstream products
Upstream raw materials
Suppliers7 total
安耐吉化学&3A（安徽泽升科技有限公司）021-58432009 400-005-6266 · [email protected]
湖北扬信医药科技有限公司0714-3999001 19171453112 · [email protected]
AdooQ BioScience, LLC+1 (866) 930-6790 · [email protected]
Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
BOC Sciences16314854226; +8616314854226 · [email protected]
DAYANG CHEM (HANGZHOU) CO.,LTD+86-88938639 +86-17705817739 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354 · [email protected]
Additional notes
DefinitionChEBI: The hydrochloride salt of encainide. A class Ic antiarrhythmic, it was used for the treatment of severe or life-threatening ventricular arrhythmias, but it was associated with increased death rates in patients who had asymptomatic heart rhythm abnormalitie after a recent heart attack and was withdrawn from the market.
Related reactions
3 records
Compound notes
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