CATHINE HYDROCHLORIDE

Base Information

• Chemical Name: CATHINE HYDROCHLORIDE
• CAS No.: 492-39-7
• Deprecated CAS: 16960-27-3,1926-74-5,27818-48-0,6891-23-2,54680-46-5
• Molecular Formula: C9H13 N O
• Molecular Weight: 151.208
• European Community (EC) Number: 207-754-1,253-014-6,628-077-1
• UNII: 27A0HLC3HH,E1L4ZW2F8O
• DSSTox Substance ID: DTXSID20889399,DTXSID50889347
• Nikkaji Number: J9.386F
• Wikipedia: Cathine
• Wikidata: Q423797
• NCI Thesaurus Code: C79914
• Metabolomics Workbench ID: 68839
• ChEMBL ID: CHEMBL1412041
• Mol file: 492-39-7.mol

Synonyms:Benzenemethanol,a-(1-aminoethyl)-, [S-(R*,R*)]-;Benzyl alcohol, a-(1-aminoethyl)-,(+)- (8CI);Cathine (6CI);(+)-Cathine;(+)-Norpseudoephedrine;(+)-Pseudonorephedrin;(+)-Pseudonorephedrine;(1S,2S)-(+)-Norpseudoephedrine;(1S,2S)-Norephedrine;(1S,2S)-Pseudonorephedrine;(1S,2S)-threo-Norephedrine;Cathin;D-(+)-Norpseudoephedrine;D-Norpseudoephedrin;Fugoa-Depot;Katine;d-Norpseudoephedrine;d-Pseudonorephedrine;6891-23-2;

 This product is a nationally controlled contraband, and the Lookchem platform doesn't provide relevant sales information.

Chemical Property of CATHINE HYDROCHLORIDE

Chemical Property:

• Appearance/Colour: white solid
• Vapor Pressure: 0.0011mmHg at 25°C
• Melting Point: 77.5-78°
• Refractive Index: 1.557
• Boiling Point: 288.1°Cat760mmHg
• PKA: 8.92(at 25℃)
• Flash Point: 128.1°C
• PSA: 46.25000
• Density: 1.071g/cm³
• LogP: 1.76750
• Storage Temp.: 2-8°C
• Solubility.: H2O: ~20 mg/mL
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 151.099714038
• Heavy Atom Count: 11
• Complexity: 110

Purity/Quality:

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C(C1=CC=CC=C1)O)N
• Isomeric SMILES: C[C@@H]([C@H](C1=CC=CC=C1)O)N
• Recent EU Clinical Trials: A multicentre double blind placebo controlled clinical trial to assess efficacy and safety of Alvalin? (cathine hydrochloride) vs. placebo in 265 obese patients/group with a body mass index (BMI) between 30 and 45 kg/m2
• Uses: An enantiomer of phenylpropanolamine and a metabolite of cathinone.

Technology Process of CATHINE HYDROCHLORIDE

There total 52 articles about CATHINE HYDROCHLORIDE 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: 88.0%

(1S,2R)-1-phenylpropane-1,2-diol (40560-98-3) → (1S,2S)-2-amino-1-phenylpropanol (492-39-7,58550-13-3,757124-50-8)

Guidance literature:

With pyridoxal 5'-phosphate; NAD; ammonium formate; 2,3-butanediol dehydrogenase from Bacillus subtilis BGSC₁ A₁; ω-trans-aminase from Bacillus megaterium SC6394; alanine dehydrogenase from Bacillus sphaericus; rac-Ala-OH; In aq. buffer; at 30 ℃; pH=8.5; Reagent/catalyst; stereoselective reaction; Catalytic behavior; Enzymatic reaction;

DOI:10.1002/cbic.202100123

Reference yield: 82.0%

((1S,2S)-2-Azido-1-phenyl-propoxy)-trimethyl-silane → (1S,2S)-2-amino-1-phenylpropanol (492-39-7,58550-13-3,757124-50-8)

Guidance literature:

With lithium aluminium tetrahydride; at 23 ℃;

DOI:10.1055/s-2001-14649

Reference yield: 80.0%

(1S,2S)-2-(dibenzylamino)-1-phenylpropan-1-ol (111138-84-2) → (1S,2S)-2-amino-1-phenylpropanol (492-39-7,58550-13-3,757124-50-8)

Guidance literature:

With palladium hydroxide, 20 wt% on carbon; hydrogen; In methanol; at 20 ℃; for 48h; under 760.051 Torr;

DOI:10.1021/acs.joc.7b00215

upstream raw materials:

L-Tartaric acid

norephedrine

(R)-Mandelic Acid

methyl magnesium iodide

Downstream raw materials:

(+)N-methyl-ψ-ephedrine methiodide

(1S:2S)-2-hydrazinocarbonylamino-1-phenyl-propanol-⁽¹⁾

D(+)-N-(2-Benzoyl-4-chlorophenyl)-2-(1-hydroxy-1-phenyl-2-propylamino)acetamide

1-phenyl-propan-1-one

Refernces

• 1、 Martins, Bruna S.,Moro, Angélica V.,Lüdtke, Diogo S.. "Stereoselective Arylation of Amino Aldehydes: Overriding Natural Substrate Control through Chelation". . p. 3334 - 3340. Retrieved 2017/03/23.
• 2、 Sehl, Torsten,Hailes, Helen C.,Ward, John M.,Wardenga, Rainer,Von Lieres, Eric,Offermann, Heike,Westphal, Robert,Pohl, Martina,Rother, Doerte. "Two steps in one pot: Enzyme cascade for the synthesis of nor(pseudo)ephedrine from inexpensive starting materials". supporting information. p. 6772 - 6775. Retrieved 2013/07/26.