Acefylline

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Acefylline

Skeletal formula of acefylline

Acefylline

  • Molecular FormulaC9H10N4O4
  • Average mass238.200 Da
(1,3-Dimethyl-2,6-dioxo-1,2,3,6-tetrahydro-7H-purin-7-yl)acetic acid
1,2,3,6-Tetrahydro-1,3-dimethyl-2,6-dioxo-7H-purine-7-acetic Acid
1,3-Dimethylxanthine-7-acetic acid
211-490-2 [EINECS]
652-37-9 [RN]
7-(Carboxymethyl)theophylline
7H-Purine-7-acetic acid, 1,2,3,6-tetrahydro-1,3-dimethyl-2,6-dioxo-
CAS Registry Number: 652-37-9
CAS Name: 1,2,3,6-Tetrahydro-1,3-dimethyl-2,6-dioxopurine-7-acetic acid
Additional Names: carboxymethyltheophylline; 7-theophyllineacetic acid
Molecular Formula: C9H10N4O4
Molecular Weight: 238.20
Percent Composition: C 45.38%, H 4.23%, N 23.52%, O 26.87%
Literature References: Prepn: DE 352980 (1922 to E. Merck); Frdl. 14, 1320; S. M. Ride et al., Pharmazie 32, 672 (1977). Prepn of salts: J. Baisse, Bull. Soc. Chim. Fr. 1949, 769; M. Milletti, F. Virgili, Chimica 6, 394 (1951), C.A. 46, 8615h (1952). GC determn in urine: J. Zuidema, H. Hilbers, J. Chromatogr. 182, 445 (1980). HPLC determn in serum and pharmacokinetics: S. Sved et al.,Biopharm. Drug Dispos. 2, 177 (1981).
Properties: Crystals from water, mp 271°.
Melting point: mp 271°
Derivative Type: Sodium salt
CAS Registry Number: 837-27-4
Molecular Formula: C9H9N4NaO4
Molecular Weight: 260.18
Percent Composition: C 41.55%, H 3.49%, N 21.53%, Na 8.84%, O 24.60%
Properties: Silky needles, mp >300°.
Melting point: mp >300°
Derivative Type: Compd with piperazine
Additional Names: Acefylline piperazine; acepifylline
Trademarks: Dynaphylline (Welcker-Lyster); Etaphylline (Delalande); Etafillina (Delalande)
Properties: Undefined mixture of the 1:1 and 2:1 salts; contains 75-78% theophylline acetic acid and 22-25% anhydrous piperazine.
Therap-Cat: Bronchodilator.
Keywords: Bronchodilator; Xanthine Derivatives.

Acefylline (INN),[1] also known as acetyloxytheophylline, is a stimulant drug of the xanthine chemical class. It acts as an adenosine receptor antagonist. It is combined with diphenhydramine in the pharmaceutical preparation etanautine to help offset diphenhydramine induced drowsiness.[2]

Synthesis

DE 352980 (1922 to E. Merck); Frdl. 14, 1320; S. M. Ride et al., Pharmazie 32, 672 (1977).

File:Acefylline synthesis.svg

 

Acefylline

  • Use:cardiotonic, diuretic, antispasmodic, bronchodilator
  • Chemical name:1,2,3,6-tetrahydro-1,3-dimethyl-2,6-dioxo-7H-purine-7-acetic acid
  • Formula:C9H10N4O4
    • MW:238.20 g/mol
    • CAS-RN:652-37-9
    • EINECS:211-490-2
    • LD50:1180 mg/kg (M, i.p.); 2733 mg/kg (M, p.o.)
    Acepifylline
  • Use:
  • Chemical name:1,2,3,6-tetrahydro-1,3-dimethyl-2,6-dioxo-7H-purine-7-acetic acid compd. with piperazine
  • Formula:C9H10N4O4 • xC4H10N2
    • MW:unspecified
    • CAS-RN:18833-13-1
    • EINECS:242-614-3
    Acefylline heptaminol
  • Use:
  • Chemical name:1,2,3,6-tetrahydro-1,3-dimethyl-2,6-dioxo-7H-purine-7-acetic acid compd. with 6-amino-2-methyl-2-heptaminol (1:1)
  • Formula:C9H10N4O3 • C8H19NO
    • MW:367.45 g/mol
    • CAS-RN:59989-20-7
    • EINECS:262-012-4
    References
    1. ^ “International Nonproprietary Names for Pharmaceutical Substances (INN). Recommended International Nonproprietary Names (Rec. INN): List 21” (PDF). World Health Organization. Retrieved 29 December 2016.
    2. ^ Zuidema, Jan. (1978). “Biofarmaceutische en farmacokinetische aspecten van theofylline en acefylline”. Thesis (doctoral)–Universiteit van Amsterdam. References
    Baisse, J.: Bull. Soc. Chim. Fr. (BSCFAS) 1949, 769.
    DE 352 980 (E. Merck; 1922).
    Acefylline
    Skeletal formula of acefylline
    Ball-and-stick model of the acefylline molecule
    Clinical data
    ATC code
    Identifiers
    CAS Number
    PubChemCID
    ChemSpider
    UNII
    ChEMBL
    ECHA InfoCard 100.010.447 Edit this at Wikidata
    Chemical and physical data
    Formula C9H10N4O4
    Molar mass 238.20 g/mol g·mol−1
    3D model (JSmol)

    ////////Acefylline

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