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Basic Information
CAS No.: 33178-86-8
Name: Alinidine
Molecular Structure:
Molecular Structure of 33178-86-8 (Alinidine)
Formula: C12H13Cl2N3
Molecular Weight: 270.161
Synonyms: 1H-Imidazol-2-amine,N-(2,6-dichlorophenyl)-4,5-dihydro-N-2-propenyl- (9CI);2-Imidazoline,2-(N-allyl-2,6-dichloroanilino)- (8CI);1H-Imidazol-2-amine,N-(2,6-dichlorophenyl)-4,5-dihydro-N-2-propen-1-yl-;St 567;2-[N-Allyl-N-(2,6-dichlorophenyl)amino]-2-imidazoline;N-(2,6-dichlorophenyl)-N-(prop-2-en-1-yl)-4,5-dihydro-1H-imidazol-2-amine;Alinidine [INN:BAN];2-(N-Allyl-2,6-dichloroanilino)-2-imidazoline;
Density: 1.3 g/cm3
Melting Point: 130-131° (Sthle, 1973); mp 127-129° (Sthle, 1980)
Boiling Point: 360.2 °C at 760 mmHg
Flash Point: 171.7 °C
Hazard Symbols: Xn
Risk Codes: 22-36/37/38
Safety: 26
PSA: 27.63000
LogP: 2.70940
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Specification

The Alinidine, with the CAS registry number 33178-86-8, is also known as 2-[N-Allyl-N-(2,6-dichlorophenyl)amino]-2-imidazoline. This chemical's molecular formula is C12H13Cl2N3 and molecular weight is 270.16. What's more, its systematic name is N-(2,6-dichlorophenyl)-N-prop-2-enyl-4,5-dihydro-1H-imidazol-2-amine. Its classification codes are: (1)Anti-arrhythmia agents; (2)Cardiovascular agents; (3)Drug / Therapeutic Agent. It is a negative chronotrope that was developed in the 70's and 80's. It has a blocking effect on calcium channels and potassium channels. It also causes elongation of re-polarisation after an action potential.

Physical properties of Alinidine are: (1)ACD/LogP: 1.98; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.02; (4)ACD/LogD (pH 7.4): -0.01; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 2.84; (8)ACD/KOC (pH 7.4): 2.95; (9)#H bond acceptors: 3; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 18.84 Å2; (13)Index of Refraction: 1.611; (14)Molar Refractivity: 71.82 cm3; (15)Molar Volume: 206.7 cm3; (16)Polarizability: 28.47×10-24cm3; (17)Surface Tension: 43.7 dyne/cm; (18)Density: 1.3 g/cm3; (19)Flash Point: 171.7 °C; (20)Enthalpy of Vaporization: 60.59 kJ/mol; (21)Boiling Point: 360.2 °C at 760 mmHg; (22)Vapour Pressure: 2.25E-05 mmHg at 25°C.

Preparation of Alinidine: this chemical can be prepared by 3-bromo-propene and (2,6-dichloro-phenyl)-(4,5-dihydro-1H-imidazol-2-yl)-amine at the temperature of 65 °C. This reaction will need reagent Na2CO3 and solvent ethanol with the reaction time of 4 hours. The yield is about 57.2%.

Alinidine can be prepared by 3-bromo-propene and (2,6-dichloro-phenyl)-(4,5-dihydro-1H-imidazol-2-yl)-amine at the temperature of 65 °C

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C=CCN(C1=C(C=CC=C1Cl)Cl)C2=NCCN2
(2)InChI: InChI=1S/C12H13Cl2N3/c1-2-8-17(12-15-6-7-16-12)11-9(13)4-3-5-10(11)14/h2-5H,1,6-8H2,(H,15,16)
(3)InChIKey: OXTYVEUAQHPPMV-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral 150mg/kg (150mg/kg)   New Drugs Annual: Cardiovascular Drugs. Vol. 2, Pg. 193, 1984.
dog LD50 subcutaneous 30mg/kg (30mg/kg)   New Drugs Annual: Cardiovascular Drugs. Vol. 2, Pg. 193, 1984.
dog LDLo intravenous 27500ug/kg (27.5mg/kg)   New Drugs Annual: Cardiovascular Drugs. Vol. 2, Pg. 193, 1984.
mouse LD50 intravenous 8100ug/kg (8.1mg/kg)   New Drugs Annual: Cardiovascular Drugs. Vol. 2, Pg. 193, 1984.
mouse LD50 oral 242mg/kg (242mg/kg)   New Drugs Annual: Cardiovascular Drugs. Vol. 2, Pg. 193, 1984.
rabbit LD50 intravenous 17400ug/kg (17.4mg/kg)   New Drugs Annual: Cardiovascular Drugs. Vol. 2, Pg. 193, 1984.
rabbit LD50 oral 148mg/kg (148mg/kg)   New Drugs Annual: Cardiovascular Drugs. Vol. 2, Pg. 193, 1984.
rat LD50 intravenous 18mg/kg (18mg/kg)   New Drugs Annual: Cardiovascular Drugs. Vol. 2, Pg. 193, 1984.
rat LD50 oral 500mg/kg (500mg/kg)   New Drugs Annual: Cardiovascular Drugs. Vol. 2, Pg. 193, 1984.