Aminophylline CAS 317-34-0
Introduction：Basic information about Aminophylline CAS 317-34-0, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Aminophylline Basic informationDescription References
| Product Name: | Aminophylline |
| Synonyms: | AMinophylline(Phyllocontin, Truphylline);Theophylline-ethylenediaMine anhydrous COS;(Theophylline)2Ethylenediamine, Theophylline hemiethylenediamine complex, 3,7-Dihydro-1,3-dimethyl-1H-purine-2,6-dione, cmpd. with 1,2-ethanediamine (2:1);Aminophylline,99%;Theophylline-e;Aminophylline hydrat;AMINOPHYLLINE;THEOPHYLLINE COMPOUND WITH ETHYLENEDIAMINE |
| CAS: | 317-34-0 |
| MF: | C9H16N6O2 |
| MW: | 240.27 |
| EINECS: | 206-264-5 |
| Product Categories: | Somopphyllin, Aminocadol, Phyllocontin;Miscellaneous Biochemicals;API's;317-34-0;1 |
| Mol File: | 317-34-0.mol |
Aminophylline Chemical Properties
| Melting point | 269-270 °C |
| storage temp. | Inert atmosphere,Store in freezer, under -20°C |
| solubility | H2O: 3.7 mg/mL solutions should be freshly prepared. |
| pka | pKa 5.0 (Uncertain) |
| form | powder |
| color | white to off-white |
| Water Solubility | soluble |
| Merck | 14,465 |
| Cosmetics Ingredients Functions | SKIN CONDITIONING SURFACTANT - CLEANSING |
| InChI | InChI=1S/C7H8N4O2.C2H8N2/c1-10-5-4(8-3-9-5)6(12)11(2)7(10)13;3-1-2-4/h3H,1-2H3,(H,8,9);1-4H2 |
| InChIKey | LHRHXWBJUQKYEL-UHFFFAOYSA-N |
| SMILES | O=C1N(C(=O)N(C)C2NC=NC1=2)C.C(N)CN |
| LogP | -0.175 (est) |
| CAS DataBase Reference | 317-34-0(CAS DataBase Reference) |
| EPA Substance Registry System | 1H-Purine-2,6-dione, 3,7-dihydro-1,3-dimethyl-, compd. with 1,2-ethanediamine (2:1) (317-34-0) |
Safety Information
| Hazard Codes | Xn,C |
| Risk Statements | 22-42/43-34-36/37/38-20/21/22 |
| Safety Statements | 45-36/37/39-26-23-36 |
| RIDADR | UN 2811 6.1/PG 3 |
| WGK Germany | 3 |
| RTECS | XH5600000 |
| F | 10-23 |
| TSCA | TSCA listed |
| HazardClass | 6.1(b) |
| PackingGroup | III |
| HS Code | 29339900 |
| Hazardous Substances Data | 317-34-0(Hazardous Substances Data) |
| Toxicity | LD50 orally in mice: 540 mg/kg (Thompson, Warren) |
| Description | Aminophylline is a drug combination consisting of bronchodilator theophylline and ethylenediamine in 2: 1 ratio. It is a kind of non-selective adenosine receptor blocker, histone deacetylase activator and phosphodiesterase inhibition. It is mainly indicated for the treatment of various kinds of lung diseases including asthma, COPD, chronic bronchitis and emphysema. Aminophylline exerts its effect through the component of theophylline in vivo. Theophylline can relax the smooth muscle of the bronchial airways and pulmonary blood vessels. It can competitively inhibits type III and type IV phosphodiesterase (PDE), which breaks down cyclic AMP in smooth muscle cells, possibly leading to bronchodilation. Theophylline also binds to the adenosine A2B receptor to block the adenosine mediated bronchoconstriction. Furthermore, during the inflammatory states, theophylline can activate the histone deacetylase to prevent transcription of inflammatory genes that require the acetylation of histones to initiate the transcription. |
| References | https://www.drugbank.ca/drugs/DB01223https://en.wikipedia.org/wiki/Aminophylline |
| Description | Aminophylline is a 2/1 mixture of theophylline andethylenediamine. It caused contact dermatitis inindustrial plants, in pharmacists, and in nurses.Ethylenediamine is the sensitizer, and patch testing isgenerally positive to both ethylenediamine and aminophylline,but negative to theophylline. |
| Chemical Properties | white to slightly yellowish powder |
| Originator | Memcophylline,Memphis Co. |
| Uses | Aminophylline exhibits vasodilatory and anti-inflammatory activity and is occasionally clinically used to treat chronic obstructive pulmonary disorder (COPD). In animal models of allergen-induced lung inflammation, aminophylline decreases levels of IL-5, IL-8, and eosinophils. It is mostly used to prepare solutions for intravenous injections. |
| Uses | Bronchodilatator;Mastocytes degranulation inhibitor |
| Uses | Aminophylline is a bronchodilator and a non-selective phosphodiesterase (PDE) inhibitor. |
| Definition | ChEBI: Aminophylline is a mixture comprising of theophylline and ethylenediamine in a 2:1 ratio. It has a role as a bronchodilator agent and a cardiotonic drug. It contains a theophylline and an ethylenediamine. |
| Manufacturing Process | A mixture of 198 g (1 mol) theophylline and 60-78 g (0.75-1 mol)ethylenediamine hydrate in 300 g of water was stirred at 50°C and then themixture was concentrated in vacuo. The product (aminophylline) wassepareted by suction filtration. Aminophylline was used as an aqueoussolution. |
| Brand name | Phyllocontin(Purdue Frederick); Somophyllin (Fisons); Truphylline (G& W);Afonilum;Aminomal;Aminophylline injection;Aminophylline mudrane;Aminophylline oral;Amino-slow;Amnivent;Asmafilin;Cardophylline;Carine;Colonofilin;Corfilamine;Corophylline;Corphyllamin;Duraphyllin;Escophylline;Eudiamine;Euphyllin 0.48;Euphyllin retard;Euphylllin cr;Euphylllina;Fadfilina;Godafilin;Jaa aminophylline;Mini-lix;Mudrane gg;Mundiphyllin;Palaran;Palaron;Pecram;Pecran;Peterphylin;Phyllotemp;Planphylline;Somophyllin-12;Syntophyllin;Teophyllamin;Thodrox;Variaphylline. |
| Therapeutic Function | Diuretic, Cardiac stimulant, Smooth muscle relaxant,Vasodilator |
| World Health Organization (WHO) | Aminophylline, the ethylenediamine salt of theophylline, wasintroduced many years ago as a treatment for asthma and is listed in the 8th WHOModel List of Essential Drugs. It has been recognized for some 10 years thataminophylline preparations are not interchangeable because bioavailability canvary considerably. The resulting variability in drug absorption can lead to adverseeffects including irritation of the mucosa. Allergic reation can also be an adverseeffect of aminophylline. Theophylline functions similarly but is considered less ofan irritant. |
| Hazard | Cardiovascular and respiratory collapse. |
| Contact allergens | This drug is a 2:1 mixture of the alkaloid theophyllineand ethylenediamine (see below). It caused contactdermatitis in industrial plants, pharmacists, and nurses.Ethylenediamine is the sensitizer and patch testing isgenerally positive to both ethylenediamine and aminophyllineand negative to theophylline. |
| Clinical Use | Reversible airways obstruction Acute severe asthma |
| Veterinary Drugs and Treatments | The theophyllines are used primarily for their bronchodilatory effects,often in patients with myocardial failure and/or pulmonaryedema. While they are still routinely used, the methylxanthinesmust be used cautiously due to their adverse effects and toxicity. |
| Drug interactions | Potentially hazardous interactions with other drugs Antibacterials: increased concentration with azithromycin, clarithromycin, erythromycin, ciprofloxacin, norfloxacin and isoniazid; decreased erythromycin levels if erythromycin is given orally; increased risk of convulsions if given with quinolones; rifampicin accelerates metabolism of aminophylline. Antidepressants: concentration increased by fluvoxamine - avoid or halve theophylline dose and monitor levels; concentration reduced by St John’s wort - avoid. Antiepileptics: metabolism increased by carbamazepine, phenobarbital and primidone; concentration of both drugs increased with fosphenytoin and phenytoin. Antifungals: concentration increased by fluconazole and ketoconazole. Antivirals: metabolism of aminophylline increased by ritonavir; concentration possibly increased by aciclovir. Calcium-channel blockers: concentration increased by diltiazem and verapamil and possibly other calcium-channel blockers. Deferasirox: concentration of aminophylline increased. Feboxostat: use with caution. Interferons: reduced metabolism of aminophylline. Tacrolimus: may increase tacrolimus levels. Ulcer-healing drugs: metabolism inhibited by cimetidine; absorption possibly reduced by sucralfate. |
| Metabolism | Aminophylline is metabolised to theophylline in vivo.Theophylline is excreted in the urine as metabolites, mainly 1,3-dimethyluric acid and 3-methylxanthine, and about 10% is excreted unchanged. |
Aminophylline Preparation Products And Raw materials
| Raw materials | Theophylline-->Mixer-->ETHYLENEDIAMINE MONOHYDRATE |
