Description References
ChemicalBook > CAS DataBase List > Aminophylline

Aminophylline

Description References
Product Name
Aminophylline
CAS No.
317-34-0
Chemical Name
Aminophylline
Synonyms
aminophyllin;ethophylline;THEOPHYLLINE ETHYLENEDIAMINE;theomin;euufilin;grifomin;miofilin;theodrox;theolone;cardiomin
CBNumber
CB8145350
Molecular Formula
C9H16N6O2
Formula Weight
240.27
MOL File
317-34-0.mol
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Aminophylline Property

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.
form 
powder
pka
pKa 5.0 (Uncertain)
color 
white to off-white
Water Solubility 
soluble
Merck 
14,465
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)
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Safety

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 
Yes
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)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

Precautionary statements

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
A1755
Product name
Aminophylline
Purity
≥98%, powder
Packaging
25g
Price
$65.2
Updated
2024/03/01
Sigma-Aldrich
Product number
A1755
Product name
Aminophylline
Purity
≥98%, powder
Packaging
100g
Price
$115
Updated
2024/03/01
Alfa Aesar
Product number
J60705
Product name
Aminophylline, anhydrous, 98%
Packaging
25g
Price
$31.65
Updated
2024/03/01
Alfa Aesar
Product number
J60705
Product name
Aminophylline, anhydrous, 98%
Packaging
100g
Price
$98.3
Updated
2024/03/01
Cayman Chemical
Product number
22235
Product name
Aminophylline
Purity
≥98%
Packaging
25g
Price
$26
Updated
2024/03/01
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Aminophylline Chemical Properties,Usage,Production

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/DB01223 https://en.wikipedia.org/wiki/Aminophylline

Description

Aminophylline is a 2/1 mixture of theophylline and ethylenediamine. It caused contact dermatitis in industrial plants, in pharmacists, and in nurses. Ethylenediamine is the sensitizer, and patch testing is generally positive to both ethylenediamine and aminophylline, but negative to theophylline.

Chemical Properties

white to slightly yellowish powder

Originator

Memcophylline,Memphis Co.

Uses

Bronchodilatator;Mastocytes degranulation inhibitor

Uses

Aminophylline is a bronchodilator and a non-selective phosphodiesterase (PDE) inhibitor.

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.

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 the mixture was concentrated in vacuo. The product (aminophylline) was separeted by suction filtration. Aminophylline was used as an aqueous solution.

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, was introduced many years ago as a treatment for asthma and is listed in the 8th WHO Model List of Essential Drugs. It has been recognized for some 10 years that aminophylline preparations are not interchangeable because bioavailability can vary considerably. The resulting variability in drug absorption can lead to adverse effects including irritation of the mucosa. Allergic reation can also be an adverse effect of aminophylline. Theophylline functions similarly but is considered less of an irritant.

Hazard

Cardiovascular and respiratory collapse.

Contact allergens

This drug is a 2:1 mixture of the alkaloid theophylline and ethylenediamine (see below). It caused contact dermatitis in industrial plants, pharmacists, and nurses. Ethylenediamine is the sensitizer and patch testing is generally positive to both ethylenediamine and aminophylline and 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 pulmonary edema. While they are still routinely used, the methylxanthines must 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

Mixer Theophylline

Preparation Products

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Aminophylline Suppliers

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View Lastest Price from Aminophylline manufacturers

Henan Suikang Pharmaceutical Co.,Ltd.
Product
Aminophylline 317-34-0
Price
US $0.00/kg
Min. Order
1kg
Purity
99.0%
Supply Ability
1tons
Release date
2024-04-25
HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
Product
Aminophylline 317-34-0
Price
US $500.00-300.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000
Release date
2024-08-23
Hebei Zhuanglai Chemical Trading Co Ltd
Product
Aminophylline 317-34-0
Price
US $150.00/kg
Min. Order
1kg
Purity
99
Supply Ability
5000
Release date
2024-12-13

317-34-0, AminophyllineRelated Search:

Purine Dimethyl fumarate Dimethyl sulfoxide Dihydromyrcenol Theophylline N,N,N',N'-Tetramethylethylenediamine Ethylenediamine dihydrochloride Dimethyl phthalate 2-(2-Aminoethylamino)ethanol Dimethyl ether N-(1-Naphthyl)ethylenediamine dihydrochloride ETHANE Lysergic acid diethylamide Ethylenediamine Acefylline Piperazine 2-[(4-AMINO-PHENYL)-ETHYL-AMINO]-ETHANOL promethazine teoclate 8-[2-(4-benzhydrylpiperazin-1-yl)ethyl]-1-methyl-3-(2-methylpropyl)-7H-purine-2,6-dione

  • AMinophylline(Phyllocontin, Truphylline)
  • Theophylline-ethylenediaMine anhydrous COS
  • (Theophylline)2 Ethylenediamine, 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
  • THEOPHYLLINE ETHYLENEDIAMINE
  • 1h-purine-2,6-dione,3,7-dihydro-1,3-dimethyl-,compd.with1,2-ethanediamine
  • 1h-purine-2,6-dione,3,7-dihydro-1,3-dimethyl-,compd.with1,2-ethanediamine(
  • AMINOPHYLLINE, 99%, COMB. MIXT. OF THEOPHYLLINE AND ETHYLENEDIAMINE
  • Aminophullin
  • 1,3-diMethyl-1H-purine-2,6(3H,7H)-dione coMpound with ethane-1,2-diaMine (1:1)
  • aminofilina
  • aminophyllin
  • Amminofillina
  • ammophyllin
  • cardiofilina
  • cardiomin
  • cardophylin
  • cardophyllin
  • carena
  • cariomin
  • diaphylline
  • diophllin
  • diophyllin
  • diuxanthine
  • dobo
  • dura-tabs.m.aminophylline
  • dura-tabsmaminophylline
  • ethophylline
  • ethylenediamine,compd.withtheophylline(1:2)
  • etilen-xantisantabl
  • etilen-xantisantabl.
  • eufilina
  • euphyllin
  • euphylline
  • eurphyllin
  • euufilin
  • euufillin
  • genophyllin
  • grifomin
  • inophylline
  • lasodex
  • linampheta
  • metaphyllin
  • metaphylline
  • methophylline
  • minaphil
  • miofilin
  • neophyiline
  • neophylline
  • norofilina
  • peterphyllin
  • phylcardin
  • phyllindon
  • phyllocontin