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959-24-0

Basic Information
CAS No.: 959-24-0
Name: Sotalol hydrochloride
Article Data: 1
Molecular Structure:
Molecular Structure of 959-24-0 (Sotalol hydrochloride)
Formula: C12H20N2O3S.HCl
Molecular Weight: 308.829
Synonyms: Methanesulfonamide,N-[4-[1-hydroxy-2-[(1-methylethyl)amino]ethyl]phenyl]-, monohydrochloride(9CI);Methanesulfonanilide, 4'-[1-hydroxy-2-(isopropylamino)ethyl]-,monohydrochloride (8CI);β-Cardone;4'-[1-Hydroxy-2-(isopropylamino)ethyl]methanesulfonanilide hydrochloride;4'-[2-(Isopropylamino)-1-hydroxyethyl]methanesulfonanilide hydrochloride;4'-[2-(Isopropylamino)-1-hydroxyethyl]methanesulfonanilide monohydrochloride;Betapace;DL-MJ 1999;Darob;MJ 1999;N-Isopropyl-b-(4-methanesulfonamidophenyl)ethanolaminehydrochloride;Sotacor;Sotalex;Sotalol HCl;Sotalol hydrochloride;dl-Sotalolhydrochloride;
EINECS: 213-496-0
Melting Point: 218-220 °C
Boiling Point: 443.3 °C at 760 mmHg
Flash Point: 221.9 °C
Solubility: 20 mg/mL in water
Appearance: white crystalline solid
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36
PSA: 86.81000
LogP: 3.43620
Synthetic route
959-24-0

sotalol hydrochloride

134720-07-3

N-nitrososotalol

Conditions
ConditionsYield
With hydrogenchloride; sodium nitrite at 50℃; for 6h;87%
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Specification

The IUPAC name of β-Cardone is N-[4-[1-hydroxy-2-(propan-2-ylamino)ethyl]phenyl]methanesulfonamide hydrochloride. With the CAS registry number 959-24-0, it is also named as Sotalol hydrochloride. The product's categories are Miscellaneous Natural Products; Intermediates & Fine Chemicals; Pharmaceuticals; API's; Adrenoceptor. Besides, it is white crystalline solid, which should be stored in closed container in a cool, dry place. In addition, its molecular formula is C12H20N2O3S.HCl and molecular weight is 308.82.

The other characteristics of this product can be summarized as: (1)EINECS: 213-496-0; (2)ACD/LogP: 0.32; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): -2.7; (5)ACD/LogD (pH 7.4): -1.56; (6)ACD/BCF (pH 5.5): 1; (7)ACD/BCF (pH 7.4): 1; (8)ACD/KOC (pH 5.5): 1; (9)ACD/KOC (pH 7.4): 1; (10)#H bond acceptors: 5; (11)#H bond donors: 3; (12)#Freely Rotating Bonds: 6; (13)Polar Surface Area: 58.23 Å2; (14)Flash Point: 221.9 °C; (15)Melting Point: 218-220 °C; (16)Water Solubility: 20 mg/mL; (17)Enthalpy of Vaporization: 73.87 kJ/mol; (18)Boiling Point: 443.3 °C at 760 mmHg; (19)Vapour Pressure: 1.22E-08 mmHg at 25 °C.

Uses of β-Cardone: this chemical is a potent -adrenergic receptor antagonist. It is also an adrenergic β-antagonist that is used in the treatment of life-threatening arrhythmias. Additionally, it can be used to produce N-Nitrososotalol.



This reaction needs Sodium nitrite and aq. HCl at temperature of 50 °C for 6 hours. The yield is 87 %.

When you are using this chemical, please be cautious about it as the following: it is irritating to eyes, respiratory system and skin. In case of contact with eyes, please rinse immediately with plenty of water and seek medical advice. And you should wear suitable protective clothing.

People can use the following data to convert to the molecule structure.
(1)SMILES: O=S(=O)(Nc1ccc(cc1)C(O)CNC(C)C)C.Cl
(2)InChI: InChI=1/C12H20N2O3S.ClH/c1-9(2)13-8-12(15)10-4-6-11(7-5-10)14-18(3,16)17;/h4-7,9,12-15H,8H2,1-3H3;1H
(3)InChIKey: VIDRYROWYFWGSY-UHFFFAOYAS
(4)Std. InChI: InChI=1S/C12H20N2O3S.ClH/c1-9(2)13-8-12(15)10-4-6-11(7-5-10)14-18(3,16)17;/h4-7,9,12-15H,8H2,1-3H3;1H
(5)Std. InChIKey: VIDRYROWYFWGSY-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intraperitoneal 330mg/kg (330mg/kg) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BEHAVIORAL: ATAXIA
Journal of Pharmacology and Experimental Therapeutics. Vol. 149, Pg. 161, 1965.
human TDLo oral 64mg/kg/2W-I (64mg/kg) CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION) British Medical Journal. Vol. 291, Pg. 544, 1985.
man LDLo oral 45714ug/kg (45.714mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: EXCITEMENT

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Archives of Toxicology. Vol. 43, Pg. 221, 1980.
mouse LD50 intraperitoneal 670mg/kg (670mg/kg) SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BEHAVIORAL: ATAXIA
Journal of Pharmacology and Experimental Therapeutics. Vol. 149, Pg. 161, 1965.
mouse LD50 oral 2600mg/kg (2600mg/kg) SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BEHAVIORAL: ATAXIA
Journal of Pharmacology and Experimental Therapeutics. Vol. 149, Pg. 161, 1965.
rabbit LD50 oral 1gm/kg (1000mg/kg) SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

BEHAVIORAL: ATAXIA

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Journal of Pharmacology and Experimental Therapeutics. Vol. 149, Pg. 161, 1965.
rat LD50 intraperitoneal 680mg/kg (680mg/kg) SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

BEHAVIORAL: ATAXIA

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Journal of Pharmacology and Experimental Therapeutics. Vol. 149, Pg. 161, 1965.
rat LD50 oral 3450mg/kg (3450mg/kg) SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ATAXIA
Journal of Pharmacology and Experimental Therapeutics. Vol. 149, Pg. 161, 1965.