Lorcaserin

Base Information

• Chemical Name: Lorcaserin
• CAS No.: 616202-92-7
• Molecular Formula: C₁₁H₁₄ClN
• Molecular Weight: 195.692
• Hs Code.: 2933990090
• Mol file: 616202-92-7.mol

Synonyms:(R)-8-Chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine;1H-3-Benzazepine,8-chloro-2,3,4,5-tetrahydro-1-methyl-, (1R)-;

Chemical Property of Lorcaserin

Chemical Property:

• Appearance/Colour: yellow oil
• Vapor Pressure: 0.002mmHg at 25°C
• Refractive Index: 1.527
• Boiling Point: 288.125 °C at 760 mmHg
• PKA: 9.99±0.40(Predicted)
• Flash Point: 128.054 °C
• PSA: 12.03000
• Density: 1.075 g/cm³
• LogP: 2.91800
• Storage Temp.: -20?C Freezer
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

99%+ ^*data from raw suppliers

Lorcaserin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Drug Interactions: Due to the theoretical possibility of the mechanism of lorcaserin and serotonin syndrome, when lorcaserin is used in combination with the serotonergic neurotransmitter system drugs, extreme caution should be paid, including triptans monoamine oxidase inhibitor agent selective serotonin reuptake inhibitor selective serotonin and norepinephrine reuptake inhibitors, tricyclic antidepressants bupropion dextromethorphan, lithium tramadol and St. John's wort , etc. In addition, when the present product with CYP2D6 substrates when combined with the need to be cautious, because the product can increase the exposure of these drugs. The above information is edited by the lookchem of Tian Ye.
• Uses: diet pills. Lorcaserin was used to treat Opioid Use Disorder (OUD). Lorcaserin was used to treat Opioid Use Disorder (OUD). A novel selective 5-HT2C-receptor agonist for the treatment of obesity.

Technology Process of Lorcaserin

There total 74 articles about Lorcaserin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

(1S)-N-trifluoroacetyl-8-chloro-2,3,4,5-tetrahydro-1-methyl-1H-3-benzazepine (616202-78-9) → (S)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-benzo[d]azepine (616202-81-4,616202-92-7)

Guidance literature:

With methanol; sodium hydroxide; water; at 20 ℃; for 2.66667h;

Reference yield: 99.0%

1-[[2-(4-chlorophenyl)ethyl]amino]-2-chloropropane hydrochloride (953789-37-2) → (+/-)-Lorcaserin (616201-80-0,616202-92-7)

Guidance literature:

With aluminum (III) chloride; In 1,2-dichloro-benzene; at 120 - 125 ℃; Inert atmosphere;

Reference yield: 92.3%

N-(4-chlorophenylethyl)propyl-2-ene-1-amine hydrochloride → (+/-)-Lorcaserin (616201-80-0,616202-92-7)

Guidance literature:

With aluminum (III) chloride; In 1,2-dichloro-benzene; at 110 ℃; for 4h; Solvent; Temperature; Reagent/catalyst; Inert atmosphere; Large scale;

DOI:10.1021/acs.oprd.5b00144

upstream raw materials:

8-chloro-1-methyl-4,5-dihydro-1H-benzo[d]azepin-2(3H)-one

N-(4-chlorophenylethyl)-2-chloropropanamide

4-chlorophenylethylamine

1-(8-chloro-1-methyl-1,2,4,5-tetrahydro-3H-benzo[d]azepin-3-yl)-2,2,2-trifluoroethan-1-one

Downstream raw materials:

(R)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-benzo[d]azepine L-(+)-tartrate

bis((R)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine) L-(+)-tartarate

(R)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine hemitartrate

(R)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine hemitartrate

Refernces

• 1、 -. "Niclosin hydrochloride pellet, and preparation method and preparation thereof". Paragraph 0049; 0084; 0088. . Retrieved 2020/05/14.
• 2、 Ghotekar, Ganesh S.,More, Devidas A.,Nalla, Viswanadh,Muthukrishnan. "A new enantioselective synthesis of antiobesity drug lorcaserin". . p. 16876 - 16880. Retrieved 2019/11/14.