Cocaine Hydrochloride

Base Information

• Chemical Name: Cocaine Hydrochloride
• CAS No.: 53-21-4
• Molecular Formula: C17H22ClNO4
• Molecular Weight: 339.819
• Hs Code.: 2939710000
• European Community (EC) Number: 200-167-1
• UNII: XH8T8T6WZH
• DSSTox Substance ID: DTXSID2048903
• Wikidata: Q27225784
• NCI Thesaurus Code: C81016
• RXCUI: 81985
• Pharos Ligand ID: CUNKLPJ7P8L2
• ChEMBL ID: CHEMBL529437
• Mol file: 53-21-4.mol

Synonyms:Cocaine;Cocaine HCl;Cocaine Hydrochloride;HCl, Cocaine;Hydrochloride, Cocaine

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

Chemical Property of Cocaine Hydrochloride

Chemical Property:

• Appearance/Colour: white solid
• Vapor Pressure: 1.37E-07mmHg at 25°C
• Melting Point: 200-202 °C
• Boiling Point: 423.9 °C at 760 mmHg
• Flash Point: 210.2 °C
• PSA: 55.84000
• LogP: 2.60760
• Storage Temp.: 2-8°C
• Solubility.: Very soluble in water, freely soluble in alcohol, slightly soluble in methylene chloride.
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 339.1237359
• Heavy Atom Count: 23
• Complexity: 432

Purity/Quality:

Safty Information:

• Pictogram(s): T
• Hazard Codes: T,F
• Statements: 60-25-43-39/23/24/25-23/24/25-11
• Safety Statements: 7-16-36/37-45-22-53

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CN1C2CCC1C(C(C2)OC(=O)C3=CC=CC=C3)C(=O)OC.Cl
• Isomeric SMILES: CN1[C@H]2CC[C@@H]1[C@H]([C@H](C2)OC(=O)C3=CC=CC=C3)C(=O)OC.Cl
• Recent ClinicalTrials: Impulsivity and Stimulant Administration
• Recent EU Clinical Trials: Comparison of the effect of xylometazoline and cocaine on epistaxis when administered as local vasoconstrictors prior to nasal intubation
• Description: Cocaine (hydrochloride) (Item No. 22165) is an analytical reference standard categorized as a tropane. Cocaine has a high potential for abuse and has been found in samples seized by law enforcement. Cocaine is regulated as a Schedule II compound in the United States. This product is intended for research and forensic applications.
• Uses: Inhibits the dopamine, norepinephrine, and serotonin transporters. Unlike amphetamines, it has no effect on catecholamine release. Controlled substance. Anesthetic (local)

Technology Process of Cocaine Hydrochloride

There total 8 articles about Cocaine 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: 100.0%

(+)-pseudococaine (478-73-9) → Pseudococaine hydrochloride (53-21-4,6363-57-1,21030-50-2,56222-58-3,78993-15-4,109496-04-0,109582-53-8,112547-19-0,113775-05-6,131829-34-0)

Guidance literature:

With hydrogenchloride; In methanol; at 20 ℃; for 0.0833333h; Inert atmosphere;

DOI:10.1021/ol3020607

Reference yield:

tert-butyl (1S,2S,7R)-2-hydroxy-7-{[(1R)-1-(4-methoxyphenyl)ethyl](methyl)amino}cyclohept-3-ene-1-carboxylate (1393359-52-8) → Pseudococaine hydrochloride (53-21-4,6363-57-1,21030-50-2,56222-58-3,78993-15-4,109496-04-0,109582-53-8,112547-19-0,113775-05-6,131829-34-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 2,2'-azobis(isobutyronitrile); iodine / dichloromethane / 12 h / 20 °C / Inert atmosphere

1.2: 0.25 h / 20 °C / Inert atmosphere

1.3: 5 h / Inert atmosphere; Reflux

2.1: thionyl chloride / 5 h / 50 °C / Inert atmosphere

2.2: 4 h / Inert atmosphere

3.1: dmap; triethylamine / dichloromethane / 12 h / 20 °C / Inert atmosphere

3.2: Inert atmosphere

4.1: hydrogenchloride / methanol / 0.08 h / 20 °C / Inert atmosphere

With hydrogenchloride; dmap; thionyl chloride; 2,2'-azobis(isobutyronitrile); iodine; triethylamine; In methanol; dichloromethane;

DOI:10.1021/ol3020607

Reference yield:

tert-butyl (2S,3R)-2-[(1S)-1-hydroxyprop-2-en-1-yl]-3-{[(1R)-1-(4-methoxyphenyl)ethyl](methyl)amino}hept-6-enoate (1393359-48-2) → Pseudococaine hydrochloride (53-21-4,6363-57-1,21030-50-2,56222-58-3,78993-15-4,109496-04-0,109582-53-8,112547-19-0,113775-05-6,131829-34-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: Grubbs catalyst first generation / dichloromethane / 12 h / 30 °C / Inert atmosphere

1.2: 12 h / 20 °C / Inert atmosphere

2.1: 2,2'-azobis(isobutyronitrile); iodine / dichloromethane / 12 h / 20 °C / Inert atmosphere

2.2: 0.25 h / 20 °C / Inert atmosphere

2.3: 5 h / Inert atmosphere; Reflux

3.1: thionyl chloride / 5 h / 50 °C / Inert atmosphere

3.2: 4 h / Inert atmosphere

4.1: dmap; triethylamine / dichloromethane / 12 h / 20 °C / Inert atmosphere

4.2: Inert atmosphere

5.1: hydrogenchloride / methanol / 0.08 h / 20 °C / Inert atmosphere

With Grubbs catalyst first generation; hydrogenchloride; dmap; thionyl chloride; 2,2'-azobis(isobutyronitrile); iodine; triethylamine; In methanol; dichloromethane;

DOI:10.1021/ol3020607

upstream raw materials:

tert-butyl (1S,2S,7R)-2-hydroxy-7-{[(1R)-1-(4-methoxyphenyl)ethyl](methyl)amino}cyclohept-3-ene-1-carboxylate

tert-butyl (1R,2S,3R,4R,5S)-3-hydroxy-4-iodo-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate

tert-butyl (1R,2S,3S,5S)-3-hydroxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate

tert-butyl (2S,3R)-2-[(1S)-1-hydroxyprop-2-en-1-yl]-3-{[(1R)-1-(4-methoxyphenyl)ethyl](methyl)amino}hept-6-enoate

Downstream raw materials:

Ecgonine methyl ester hydrochloride

benzylecgonine

(-)-norcocaine

ecgonine hydrochloride

Refernces