33178-86-8

Basic information

• Product Name: ALINIDINE
• Synonyms: ST-567;N-(2,6-DICHLOROPHENYL)-4,5-DIHYDRO-N-2-PROPENYL-1H-IMIDAZOL-2-AMINE;ALINIDINE;2-(N-Allyl-2,6-dichloroanilino)-2-imidazoline;N-allyl-N-(2,6-dichlorophenyl)-4,5-dihydro-1H-imidazol-2-amine
• CAS NO: 33178-86-8
• Molecular Formula: C₁₂H₁₃Cl₂N₃
• Molecular Weight: 270.16
• Product Categories: API
• Mol File: 33178-86-8.mol

Chemical Properties

• Melting Point: 130-131° (Sthle, 1973); mp 127-129° (Sthle, 1980)
• Boiling Point: 360.2 °C at 760 mmHg
• Flash Point: 171.7 °C
• Appearance: /
• Density: 1.3 g/cm³
• Vapor Pressure: 2.25E-05mmHg at 25°C
• Refractive Index: 1.611
• Storage Temp.: 2-8°C
• PKA: 10.42(at 25℃)
• CAS DataBase Reference: ALINIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: ALINIDINE(33178-86-8)
• EPA Substance Registry System: ALINIDINE(33178-86-8)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26
• Hazardous Substances Data: 33178-86-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Alinidine is used as a channel blocker for its ability to inhibit the flow of calcium and potassium ions through their respective channels. This property makes it a valuable asset in the development of medications targeting conditions related to ion channel dysfunction.
Used in Cardiology:
In the field of cardiology, Alinidine is used as an anti-arrhythmic agent due to its effect on repolarisation. Its ability to elongate re-polarisation after an action potential can help regulate heart rhythm and prevent abnormal electrical activity in the heart.
Used in Neurology:
Alinidine can also be utilized in neurology as a therapeutic agent for conditions involving potassium channel dysfunction. Its blocking effect on potassium channels can help stabilize neuronal excitability and potentially alleviate symptoms associated with certain neurological disorders.

InChI:InChI=1/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)

Upstream product

• 106-95-6 allyl bromide 
• 4205-90-7 Clonidine 
• 107-11-9 1-amino-2-propene 

Downstream Products

• 78583-44-5 1-methyl-2-[N-allyl-N-(2,6-dichloro-phenyl)-amino]-2-imidazoline 

Relevant articles and documents

Synthesis method of alinidine medical intermediate 2-(N-allyl-N-2,6-dichlorophenyl)amino-imidazoline

A synthesis method of an alinidine medical intermediate 2-(N-allyl-N-2,6-dichlorophenyl)amino-imidazoline includes the following steps of adding 0.13 mol of 2-(N-2,6-dichlorophenyl)amino-imidazoline, 110 ml of nitromethane and 0.11 mol of sodium sulfite to a reaction vessel provided with a stirrer, a reflux condenser and a dropping funnel, controlling the stirring speed at 130-160 rpm, slowly adding 0.16-0.19 mol of allyl amine, raising the temperature of the solution to 60-65 DEG C after addition, conducting refluxing for 5-6 h, lowing the temperature of the solution to 10-15 DEG C, conducting filtering, reducing pressure to steam out nitromethane, adding 210 ml of oxalic acid to remaining oily matter, conducting decoloration through a molecular sieve, conducting filtering, regulating the pH of filtrate through a potassium bisulfite regulation solution to 9-10, separating out solid, conducting suction filtration, saline solution washing and cyclohexane washing, conducting dehydration through a dehydrating agent, and conducting recrystallization in propionitrile to obtain crystal 2-(N-allyl-N-2,6-dichlorophenyl)amino-imidazoline.

Chemistry, Pharmacology, and Structure-Activity Relationships with a New Type of Imidazolines Exerting a Specific Bradycardic Action at a Cardiac Site

The reaction of alkyl halides with 2-(arylimino)imidazolidines (I) leads to imidazoline derivatives II, in which the side chain is situated at the bridge nitrogen atom between the phenyl group and the imidazoline ring.The new imidazolines (II) exert a spe