Norpseudoephedrine

Base Information

• Chemical Name: Norpseudoephedrine
• CAS No.: 37577-07-4
• Molecular Formula: C9H13 N O
• Molecular Weight: 151.208
• Hs Code.: 2922199090
• European Community (EC) Number: 238-900-2,636-436-9
• UNII: QQ0FVC4PXS
• DSSTox Substance ID: DTXSID001045718
• Nikkaji Number: J260.486H
• Wikipedia: L-Norpseudoephedrine,Phenylpropanolamine
• Wikidata: Q6456100
• NCI Thesaurus Code: C29364
• Metabolomics Workbench ID: 68270
• ChEMBL ID: CHEMBL1788114
• Mol file: 37577-07-4.mol

Synonyms:(+)-norpseudoephedrine;benzenemethanol, alpha-((1R)-1-aminoethyl)-, (alphaR)-rel-;cathine;cathine hydrochloride;exponcit;fasupond;Fugoa Depot;norpseudoephedrine;norpseudoephedrine hydrobromide;norpseudoephedrine hydrochloride;norpseudoephedrine hydrochloride, (+)-isomer;norpseudoephedrine hydrochloride, (R*,S*)-(+-)-isomer;norpseudoephedrine hydrochloride, (R*,S*)-isomer;norpseudoephedrine hydrochloride, (R-(R*,R*))-isomer;norpseudoephedrine hydrochloride, (S-(R*,S*))-isomer;norpseudoephedrine sulfate (2:1), (+)-isomer;norpseudoephedrine sulfate (2:1), (R-(R*,R*))-isomer;norpseudoephedrine sulfate, (R-(R*,S*))-isomer;norpseudoephedrine sulfate, (S-(R*,R*))-isomer;norpseudoephedrine tartrate, (S-(R*,R*))-(R-(R*,R*))-isomer;norpseudoephedrine, (-)-isomer;norpseudoephedrine, (R*,R*)-(+-)-isomer;norpseudoephedrine, (R*,S*)-isomer;norpseudoephedrine, (R-(R*,S*))-isomer;norpseudoephedrine, (S-(R*,R*))-isomer;norpseudoephedrine, (S-(R*,S*))-isomer;norpseudoephedrine, conjugate monoacid, (R-(R*,S*))-isomer;pseudonorephedrine

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

Chemical Property of Norpseudoephedrine

Chemical Property:

• Melting Point: 77-78 °C
• Boiling Point: 288.1°Cat760mmHg
• PKA: 12.07±0.45(Predicted)
• Flash Point: 128.1°C
• PSA: 46.25000
• Density: 1.071g/cm³
• LogP: 1.76750
• Storage Temp.: 2-8°C
• 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:

• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(C1=CC=CC=C1)O)N
• Isomeric SMILES: C[C@H]([C@@H](C1=CC=CC=C1)O)N
• Uses: An enatiomer of (+)-Pseudonorephedrine (P839585). (-)-Pseudonorephedrine is metabolite of Cathinone (C225700) and possesses amphetamine-like stimulus properties. Studies show that (-)-Pseudonorephedri ne enhances the analgesic and rate decreasing effects of Morphine (M652290) but inhibits discriminative properties.

Technology Process of Norpseudoephedrine

There total 57 articles about Norpseudoephedrine 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: 22.0%

C9H13NO (58550-13-3,757124-50-8) → (1R,2S)-norephedrine (492-41-1,58550-13-3,757124-50-8) + Norpseudoephedrine (37577-07-4,58550-13-3,757124-50-8)

Guidance literature:

With (R)-(-)-O-acetylmandelic acid; In ethanol; ethyl acetate; at 20 ℃; for 1h;

Reference yield:

(R)-1-hydroxy-1-phenyl-2-propanone (1798-60-3) → Norpseudoephedrine (37577-07-4,58550-13-3,757124-50-8) + benzylamine (100-46-9)

Guidance literature:

With D-Alanine; (R)-selective-ω-transaminase from Aspergillus terreus; In aq. buffer; at 25 ℃; for 12h; Enzymatic reaction;

DOI:10.1039/c4gc00100a

Reference yield:

benzaldehyde (100-52-7) → Norpseudoephedrine (37577-07-4,58550-13-3,757124-50-8) + benzylamine (100-46-9)

Guidance literature:

Multi-step reaction with 2 steps

1: AHAS-I from E_.coli / aq. buffer / 1.5 h / 25 °C / Enzymatic reaction

2: D-Alanine; (R)-selective-ω-transaminase from Aspergillus terreus / aq. buffer / 12 h / 25 °C / Enzymatic reaction

With D-Alanine; (R)-selective-ω-transaminase from Aspergillus terreus; AHAS-I from E_.coli; In aq. buffer;

DOI:10.1039/c4gc00100a

upstream raw materials:

D-tartaric acid

norephedrine

(R)-Mandelic Acid

threo-1-phenyl-1-hydroxy-2-propylammonium chloride

Downstream raw materials:

N⁶-<(1R,2R)-1-hydroxy-1-phenyl-2-propyl>adenosine

N,N'-bis[(1R,2R)-(-)-norpseudoephedrine]oxamide

(1R,2R)-1-Phenyl-2-{[1-m-tolyl-meth-(E)-ylidene]-amino}-propan-1-ol

(4R,5R)-4-Methyl-5-phenyl-2-m-tolyl-oxazolidine