Acefylline

Base Information

• Chemical Name: Acefylline
• CAS No.: 652-37-9
• Molecular Formula: C9H10N4O4
• Molecular Weight: 238.203
• European Community (EC) Number: 211-490-2
• NSC Number: 52996
• UNII: M494UE2YEP
• DSSTox Substance ID: DTXSID6057796
• Nikkaji Number: J7.075K
• Wikipedia: Acefylline
• Wikidata: Q4673059
• NCI Thesaurus Code: C96200
• Metabolomics Workbench ID: 143456
• ChEMBL ID: CHEMBL70246
• Mol file: 652-37-9.mol

Synonyms:7-theophyllineacetic acid;acefylline;acefylline, sodium salt;acephylline;theophylline-7-acetic acid

Chemical Property of Acefylline

Chemical Property:

• Appearance/Colour: White solid
• Vapor Pressure: 3.48E-13mmHg at 25°C
• Melting Point: 270-272 °C
• Boiling Point: 555.7 °C at 760 mmHg
• PKA: 3.72±0.10(Predicted)
• Flash Point: 289.9 °C
• PSA: 99.12000
• Density: 1.64 g/cm³
• LogP: -1.48170
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly)
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 238.07020481
• Heavy Atom Count: 17
• Complexity: 385

Purity/Quality:

99.9% ^*data from raw suppliers

Theophylline-7-acetic Acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C2=C(C(=O)N(C1=O)C)N(C=N2)CC(=O)O
• Uses: Bronchospasm;Adenosine receptor antagonist A xanthine derivative with bronchodilator activity. Typically combined as salt component with other medications such as Ambroxol to treat bronchial and pulmonary diseases.

Technology Process of Acefylline

There total 8 articles about Acefylline 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%

tert-butyl (1,3-dimethyl-2,6-dioxo-1,2,3,6-tetrahydro-7H-purin-7-yl)acetate → acefylline (652-37-9)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃;

Reference yield: 91.5%

1,3-dimethyl-4-amino-5-(formylamino)uracil (7597-60-6) + sodium monochloroacetic acid (3926-62-3) → acefylline (652-37-9)

Guidance literature:

1,3-dimethyl-4-amino-5-(formylamino)uracil; With sodium hydroxide; In water; at 90 - 95 ℃; for 0.5h; pH=11;

sodium monochloroacetic acid; With sodium carbonate; In water; at 55 - 65 ℃; for 2.5h;

Reference yield: 91.0%

ethyl 2-(1,3-dimethyl-2,6-dioxo-2,3-dihydro-1H-purin-7(6H)-yl)acetate (7029-96-1) → acefylline (652-37-9)

Guidance literature:

With lithium hydroxide monohydrate; In tetrahydrofuran; water; at 20 ℃; for 2h;

DOI:10.1016/j.ejmech.2016.07.024

upstream raw materials:

theophylline

chloroacetic acid

ethyl 2-(1,3-dimethyl-2,6-dioxo-2,3-dihydro-1H-purin-7(6H)-yl)acetate

1,3-dimethyl-4-amino-5-(formylamino)uracil

Downstream raw materials:

7-Acetonyltheophylline

2-(1,3-dimethyl-2,6-dioxo-2,3-dihydro-1H-purin-7(6H)-yl)acetyl chloride

C₂₃H₂₄FN₇O₃S

CH₂O₂*C₁₇H₂₀N₆O₃

Refernces

• 1、 Ruddarraju, Radhakrishnam Raju,Kiran, Gangarapu,Murugulla, Adharvana Chari,Maroju, Ravichandar,Prasad, Devarakonda Krishna,Kumar, Boyina Hemanth,Bakshi, Vasudha,Reddy, Nukala Shravya. "Design, synthesis and biological evaluation of theophylline containing variant acetylene derivatives as α-amylase inhibitors". . . Retrieved 2019/09/18.
• 2、 Ruddarraju, Radhakrishnam Raju,Murugulla, Adharvana Chari,Kotla, Ravindar,Chandra Babu Tirumalasetty, Muni,Wudayagiri, Rajendra,Donthabakthuni, Shobha,Maroju, Ravichandar,Baburao,Parasa, Lakshmana Swamy. "Design, synthesis, anticancer, antimicrobial activities and molecular docking studies of theophylline containing acetylenes and theophylline containing 1,2,3-triazoles with variant nucleoside derivatives". . p. 379 - 396. Retrieved 2016/08/04.