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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
Molecular Weight:
240.27
MDL Number:
MFCD00013221
MOL File:
317-34-0.mol
Last updated:2024-12-18 14:15:32

Aminophylline 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.
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)
FDA 21 CFR 310.545
EWG's Food Scores 1-3
FDA UNII 27Y3KJK423
NCI Drug Dictionary aminophylline
ATC code R03DA05,R03DA55
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)

Pharmacokinetic data

Protein binding 40-60 (theophylline)
Excreted unchanged in urine <10%
Volume of distribution 0.4-0.7 (theophylline)
Biological half-life 4-12 / Unchanged (theophylline)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS06
Signal word  Danger
Hazard statements  H301
Precautionary statements  P301+P310
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
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)
NFPA 704
0
2 0

Aminophylline price More Price(25)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich A1755 Aminophylline ≥98%, powder 317-34-0 25g $65.2 2024-03-01 Buy
Sigma-Aldrich A1755 Aminophylline ≥98%, powder 317-34-0 100g $115 2024-03-01 Buy
Alfa Aesar J60705 Aminophylline, anhydrous, 98% 317-34-0 25g $31.65 2024-03-01 Buy
Alfa Aesar J60705 Aminophylline, anhydrous, 98% 317-34-0 100g $98.3 2024-03-01 Buy
Cayman Chemical 22235 Aminophylline ≥98% 317-34-0 25g $26 2024-03-01 Buy
Product number Packaging Price Buy
A1755 25g $65.2 Buy
A1755 100g $115 Buy
J60705 25g $31.65 Buy
J60705 100g $98.3 Buy
22235 25g $26 Buy

Aminophylline Chemical Properties,Uses,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 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

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 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

Preparation Products

Global( 546)Suppliers
Supplier Tel Email Country ProdList Advantage
Hubei Ipure Biology Co., Ltd
+8613367258412 ada@ipurechemical.com China 10319 58
APOLLO HEALTHCARE RESOURCES
+6596580999 sales@apollo-healthcare.com.sg Singapore 399 58
Henan Suikang Pharmaceutical Co.,Ltd.
+86-18239973690 +86-18239973690 sales@suikangpharm.com China 311 58
Hebei Mojin Biotechnology Co., Ltd
+86 13288715578 +8613288715578 sales@hbmojin.com China 12834 58
shandong perfect biotechnology co.ltd
+86-53169958659 +86-13153181156 sales@sdperfect.com China 294 58
Shaanxi TNJONE Pharmaceutical Co., Ltd
+8618092446649 sarah@tnjone.com China 1143 58
Hebei Mojin Biotechnology Co.,Ltd
+86-15028179902 angelia@hbmojin.com China 1176 58
HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
+8615350851019 admin@86-ss.com China 1001 58
Hebei Zhuanglai Chemical Trading Co Ltd
+86-16264648883 +86-16264648883 niki@zlchemi.com China 2691 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21634 55

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View Lastest Price from Aminophylline manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Aminophylline pictures 2024-12-23 Aminophylline
317-34-0
US $0.00 / kg 1kg 99.0% 1tons Henan Suikang Pharmaceutical Co.,Ltd.
Aminophylline pictures 2024-12-23 Aminophylline
317-34-0
US $500.00-300.00 / kg 1kg 99% 5000 HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
Aminophylline pictures 2024-12-23 Aminophylline
317-34-0
US $150.00 / kg 1kg 99 5000 Hebei Zhuanglai Chemical Trading Co Ltd
  • Aminophylline pictures
  • Aminophylline
    317-34-0
  • US $0.00 / kg
  • 99.0%
  • Henan Suikang Pharmaceutical Co.,Ltd.
  • Aminophylline pictures
  • Aminophylline
    317-34-0
  • US $500.00-300.00 / kg
  • 99%
  • HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
  • Aminophylline pictures
  • Aminophylline
    317-34-0
  • US $150.00 / kg
  • 99
  • Hebei Zhuanglai Chemical Trading Co Ltd
AMinophyllin Anhydrous USP 3,9-dihydro-1,3-dimethyl-1H-purine-2,6-dione Aminophylline dihydrochloride hyderate Aminophylline, >=98% (Theophylline)2 · Ethylenediamine 3,7-Dihydro-1,3-dimethyl-1H-purine-2,6-dione, cmpd. with 1,2-ethanediamine (2:1) Theophylline hemiethylenediamine complex Theophylline, compound with ethylenediamine (2 to 1) dihydrate Theophylli 3,7-dihydro-1,3-dimethyl-1h-purine-2,6-dionecompd.with1,2-ethanediamine(2 aminocadol aminodur vasofilina 1H-Purine-2,6-dione, 3,7-dihydro-1,3-dimethyl-, compd. with 1,2-ethanediamine (2:1) AMINOPHYLLINE,ANHYDROUS,POWDER,USP Aminophlline Anhudrous 13DIMETHYLXANTHINE-ETHYLENEDIAMINECOMPOUND theophylline, compd. with ethylenediamine AMINOPHYLLINE[3,7-DIHYDRO-1,3-DIMETHYL-1H-PURINE-2,6-DIONE] (Theophylline)2 · Ethylenediamine Theophylline, compound with ethylenediamine (2 to 1) dihydrate theophylline--ethylenediamine (2:1) AMINOPHYLLINE, PHARMA 3,7-Dihydro-1,3-dimethyl-1H-purine-2,6-dione cmpd. with 1,2-ethanediamine (2:1) 1h-purine-2,6-dione,3,7-dihydro-1,3-dimethyl-,compdwith1,2-ethanediamine(2 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 THEOPHYLLINE COMPOUND WITH 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) Amminofillina cardiofilina cardophylin cardophyllin carena cariomin diophllin diophyllin diuxanthine dobo dura-tabs.m.aminophylline dura-tabsmaminophylline ethylenediamine,compd.withtheophylline(1:2) etilen-xantisantabl etilen-xantisantabl. eufilina euufillin genophyllin inophylline lasodex metaphyllin metaphylline minaphil neophyiline norofilina peterphyllin