Hydroxytetracaine

Base Information

• Chemical Name: Hydroxytetracaine
• CAS No.: 490-98-2
• Molecular Formula: C15H24 N2 O3
• Molecular Weight: 280.367
• UNII: 8A96H4311N
• DSSTox Substance ID: DTXSID60197662
• Nikkaji Number: J6.048H
• Wikidata: Q27270102
• NCI Thesaurus Code: C65872
• ChEMBL ID: CHEMBL2106365
• Mol file: 490-98-2.mol

Synonyms:Hydroxytetracaine;Hydroxamethocaine;490-98-2;Rhenocain;Oxitetracainum;Oxypentocain;Salicacaine;Salicaine (anesthetic);Hidroxitetracaina;Idrossitetracaina;Idrossitetracaina [DCIT];Hydroxytetracainum;OXITETRACAINE;Hydroxytetracainum [INN-Latin];Hidroxitetracaina [INN-Spanish];Hydroxytetracaine [INN:BAN:DCF];2-(dimethylamino)ethyl 4-(butylamino)-2-hydroxybenzoate;WIN 3546;BRN 2125583;oxypantocain;salicaine;Hydroxytetracaine [INN:DCF];2-Dimethylaminoethyl 4-butylaminosalicylate;UNII-8A96H4311N;2-(Dimethylamino)ethyl-4-(butylamino)salicylate;8A96H4311N;4-n-Butylamino-salicylsaeure-dimethylaminoaethylester [German];Oxypantocain;Salicain;Salicaine;4-14-00-02001 (Beilstein Handbook Reference);4-n-Butylamino-salicylsaeure-dimethylaminoaethylester;Hydroxytetracain;Salicylic acid, p-(butylamino)-, 2-(dimethylamino)ethyl ester;4-(Butylamino)-2-hydroxy-benzoic acid, 2-(dimethylino)ethyl ester;Cynodal;SCHEMBL25984;Hydroxytetracaine [DCF:INN];HYDROXYTETRACAINE [MI];HYDROXYTETRACAINE [INN];CHEMBL2106365;DTXSID60197662;CHEBI:135162;HYDROXYTETRACAINE [WHO-DD];LS-144267;p-butylaminosalicylic acid 2-dimethylaminoethyl ester;Q27270102;4-(Butylamino)-2-hydroxybenzoic acid 2-(dimethylamino)ethyl ester

Chemical Property of Hydroxytetracaine

Chemical Property:

• Vapor Pressure: 1.76E-07mmHg at 25°C
• Boiling Point: 415.1°Cat760mmHg
• Flash Point: 204.9°C
• Density: 1.114g/cm³
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 9
• Exact Mass: 280.17869263
• Heavy Atom Count: 20
• Complexity: 284

Purity/Quality:

99% ^*data from raw suppliers

HYDROXYTETRACAINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCNC1=CC(=C(C=C1)C(=O)OCCN(C)C)O

Technology Process of Hydroxytetracaine

There total 9 articles about Hydroxytetracaine 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:

4-amino-2-hydroxy-benzoic acid-(2-dimethylamino-ethyl ester) (3688-00-4) + butyraldehyde (123-72-8) → salicaine (490-98-2)

Guidance literature:

With hydrogenchloride; isopropyl alcohol; platinum; Hydrogenation;

Reference yield:

2-hydroxy-4-nitrobenzoic acid (619-19-2) → salicaine (490-98-2)

Guidance literature:

Multi-step reaction with 5 steps

1: Na₂CO₃; NaI; ethanol

2: aq.-ethanolic Na₂CO₃

3: SOCl₂; pyridine; benzene / anschliessendes Behandeln mit 2-Dimethylamino-aethanol

4: palladium/charcoal; aq.-ethanolic HCl / Hydrogenation

5: zinc-powder; acetic acid; benzene

With pyridine; hydrogenchloride; palladium on activated charcoal; thionyl chloride; ethanol; sodium carbonate; acetic acid; sodium iodide; zinc; benzene;

DOI:10.1021/ja01152a032

Reference yield:

benzyl 2-(benzyloxy)-4-nitrobenzoate (937798-19-1) → salicaine (490-98-2)

Guidance literature:

Multi-step reaction with 4 steps

1: aq.-ethanolic Na₂CO₃

2: SOCl₂; pyridine; benzene / anschliessendes Behandeln mit 2-Dimethylamino-aethanol

3: palladium/charcoal; aq.-ethanolic HCl / Hydrogenation

4: zinc-powder; acetic acid; benzene

With pyridine; hydrogenchloride; palladium on activated charcoal; thionyl chloride; sodium carbonate; acetic acid; zinc; benzene;

DOI:10.1021/ja01152a032

upstream raw materials:

2-benzyloxy-4-butylamino-benzoic acid-(2-dimethylamino-ethyl ester)

4-amino-2-hydroxy-benzoic acid-(2-dimethylamino-ethyl ester)

butyraldehyde

4-butylamino-2-hydroxy-benzoic acid