Heroin

Base Information

• Chemical Name: Heroin
• CAS No.: 561-27-3
• Deprecated CAS: 2078-90-2
• Molecular Formula: C21H23NO5
• Molecular Weight: 369.417
• European Community (EC) Number: 209-217-7
• UNII: 70D95007SX
• DSSTox Substance ID: DTXSID6046761
• Nikkaji Number: J6.494G
• Wikipedia: Heroin
• Wikidata: Q60168
• NCI Thesaurus Code: C424
• Metabolomics Workbench ID: 51465
• ChEMBL ID: CHEMBL459324
• Mol file: 561-27-3.mol

Synonyms:Diacetylmorphine;Diacetylmorphine Hydrochloride;Diagesil;Diamorf;Diamorphine;Heroin;Heroin Hydrochloride;Hydrochloride, Diacetylmorphine;Hydrochloride, Heroin;Min I Jet Morphine Sulphate;Min-I-Jet Morphine Sulphate

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

Chemical Property of Heroin

Chemical Property:

• Melting Point: 154-161°C
• Refractive Index: 1.5614 (estimate)
• Boiling Point: 492.896 °C at 760 mmHg
• PKA: pKa 7.83 (Uncertain)
• Flash Point: 251.895 °C
• PSA: 65.07000
• Density: 1.34 g/cm³
• LogP: 1.92650
• Storage Temp.: Controlled Substance, -20°C Freezer
• Solubility.: H2O: <0.2 mg/mL
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 369.15762283
• Heavy Atom Count: 27
• Complexity: 692

Purity/Quality:

Safty Information:

• Pictogram(s): T+
• Hazard Codes: T+,Xn,F
• Statements: 26/27/28-36-20/21/22-11
• Safety Statements: 22-36/37/39-45-36/37-26-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Physical/Radiation -> Other Physical Agents
• Canonical SMILES: CC(=O)OC1C=CC2C3CC4=C5C2(C1OC5=C(C=C4)OC(=O)C)CCN3C
• Isomeric SMILES: CC(=O)O[C@H]1C=C[C@H]2[C@H]3CC4=C5[C@]2([C@H]1OC5=C(C=C4)OC(=O)C)CCN3C
• Recent ClinicalTrials: Clinical Trials of Multivalent Opioid Vaccine Components
• Recent EU Clinical Trials: TADAM, a Belgian project of Heroin-Assisted Treatment
• Recent NIPH Clinical Trials: Effect of supplement containing horse placenta extracts on skin quality in healthy adult women
• Uses: Heroin does not occur in opium. It is madefrom poppy extract. Acetylation of morphinewith acetic anhydride or acetyl chlorideproduces heroin. Heroin is not generally usedclinically. Its illicit use in the street has beenrampant.
• Biological Functions: Heroin is the diacetyl derivative of morphine. It is not available in the United States for therapeutic use, although its use as a recreational drug is again on the rise. It is either injected or snorted (taken intranasally). It is most often cut, or diluted, with substances such as quinine, which contribute to the flash, or high. Injection of the drug leads to the eventual collapse of the vessels into which it is injected, leading to the appearance of track marks under the skin. Heroin passes rapidly into the brain and thus has a rapid onset of action. It is then metabolized to morphine. The rapid onset contributes to the abuse liability of the drug.Heroin use in pregnant women can lead to low-birth-weight babies, babies born addicted to heroin, immunosuppression, and an increased incidence of infections in both the mother and newborn; an increased incidence of AIDS also occurs.

Technology Process of Heroin

There total 10 articles about Heroin 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: 70.0%

morphine sulfate (64-31-3,49719-65-5,6211-15-0) + acetic anhydride (108-24-7) → Diamorphine (561-27-3)

Guidance literature:

With pyridine; triethylamine; In dichloromethane; at 20 - 40 ℃; for 20h;

Reference yield: 35.0%

methyl (phenyl 2,3,4-tri-O-acetyl-1-thio-β-D-glucopyranosid)uronate (62812-42-4) + 3-O-acetylmorphine (5140-28-3) → 3-O-acetyl-6-O-(methyl 2',3',4'-tri-O-acetyl-β-D-glucopyranosyluronate)morphine (20736-12-3) + 6-monoacetylmorphine (2784-73-8) + Diamorphine (561-27-3)

Guidance literature:

With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; In diethyl ether; dichloromethane; at -12 ℃;

DOI:10.1055/s-2000-6413

Reference yield: 32.0%

ethyl [methyl(2,3,4-tri-O-acetyl-1-thio-β-D-glucopyranosyl)uronate] (99077-83-5) + 3-O-acetylmorphine (5140-28-3) → 3-O-acetyl-6-O-(methyl 2',3',4'-tri-O-acetyl-β-D-glucopyranosyluronate)morphine (20736-12-3) + 6-monoacetylmorphine (2784-73-8) + Diamorphine (561-27-3)

Guidance literature:

With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; In diethyl ether; dichloromethane; at -40 ℃;

DOI:10.1055/s-2000-6413

upstream raw materials:

Ketene

MORPHIN

acetic anhydride

acetyl chloride

Downstream raw materials:

Dihydroheroin

3,6-diacetoxy-4,5-epoxy-morphin-7-ene-17-carbonitrile

MORPHIN

6-monoacetylmorphine

Refernces

• 1、 -. "Synthetic method of morphine derivative and applications". Paragraph 0062-0063. . Retrieved 2018/05/07.
• 2、 Rukhman,Yudovich,Nisnevich,Gutman. "6-O-Glycosylation of morphine derivatives using thioglycosides as glycosyl donors". . p. 1241 - 1246. Retrieved 2007/10/03.