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26675-46-7

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26675-46-7 Usage

Description

Isoflurane is a volatile liquid anesthetic agent with a boiling point of 48.5°C, a minimum alveolar concentration (MAC) of 1.15, and a blood:gas partition coefficient of 1.43. It is a structural isomer of enflurane and is known for its high solubility in fat. Isoflurane is also a halogenated ether and is less of a respiratory irritant compared to desflurane. It undergoes minimal metabolism, with approximately 0.2% being metabolized and the rest exhaled unchanged. The metabolism of isoflurane produces low levels of potentially harmful compounds, resulting in very low risks of hepatotoxicity and nephrotoxicity. It is marketed under the brand name Forane by Baxter Healthcare.

Uses

Used in Anesthesia:
Isoflurane is used as an inhalational anesthetic agent for inducing and maintaining anesthesia during surgical procedures. Its rapid onset and recovery make it a popular choice among anesthesiologists.
Used in Research:
Isoflurane is utilized in the study of its interaction with biological systems, providing valuable insights into the mechanisms of anesthesia and potential applications in medical research.
Used in Veterinary Medicine:
Isoflurane is also used as an anesthetic agent in veterinary medicine, offering a safe and effective means of anesthesia for various animal species.
Used as a Solvent and Dispersant:
In the industrial sector, isoflurane serves as a solvent and dispersant for fluorinated materials, contributing to the manufacturing and processing of these specialized compounds.
Used in Postoperative Cognitive Dysfunction Studies:
Recent studies have explored the potential relationship between isoflurane administration and postoperative cognitive dysfunction (POCD), aiming to understand the long-term effects of anesthesia on cognitive function.

Originator

Forane,Ohio Medical,US,1980

Manufacturing Process

A 1-liter 3-necked stainless steel flask was fitted with a copper "Dry Ice" cold finger condenser, a stainless steel stirring shaft and gland and a copper gas inlet tube. To the flask there was then added 50 g (0.23 mol) of CF3CHClOCHCl2 and 1.5 g of SbCl5 · HF gas was then slowly bubbled through the stirred mixture which was maintained at 0°C. The reaction was run until 0.35 mol of HCl was collected, as indicated by the titration of the effluent gas which was dissolved in water. Following the fluorination 26 g of material were recovered and determined to be 90% pure by vapor phase chromatography. Fractional distillation using a 30 x 0.5 cm column packed with glass helices gave the pure product, BP 48°C to 48.5°C.

Therapeutic Function

Inhalation anesthetic

Biological Functions

Isoflurane (Forane) is a structural isomer of enflurane and produces similar pharmacological properties: some analgesia, some neuromuscular blockade, and depressed respiration. In contrast, however, isoflurane is considered a particularly safe anesthetic in patients with ischemic heart disease, since cardiac output is maintained, the coronary arteries are dilated, and the myocardium does not appear to be sensitized to the effects of catecholamines. Also, blood pressure falls as a result of vasodilation, which preserves tissue blood flow. Isoflurane causes transient and mild tachycardia by direct sympathetic stimulation; this is particularly important in the management of patients with myocardial ischemia. Unlike enflurane, isoflurane does not produce a seizurelike EEG pattern. Furthermore, the metabolic transformation of isoflurane is only one-tenth that of enflurane, so fluoride production is quite low. Among the halogenated hydrocarbons, isoflurane is one of the most popular, since it preserves cardiovascular stability and causes a low incidence of untoward effects.

Biochem/physiol Actions

Isoflurane is a tandem pore potassium channel activator. It is also a very widely used anesthetic for animal research and for in vitro studies on anesthesia mechanisms.

Clinical Use

Isoflurane was introduced in the United States in 1981 and is a potent anesthetic agent with many similarities to its isomer enflurane (potent, nonflammable, and intermediate blood solubility). It does produce significantly fewer cardiovascular effects than enflurane, however, and it can be used safely with epinephrine without as great a concern for arrhythmia production. Isoflurane has a more pungent odor than halothane and, thus, can cause irritation to the throat and respiratory tract, triggering coughing and laryngospasm. To overcome this problem, it often is supplemented with intravenous agents. Less than 0.2% of an administered dose is metabolized, mostly to fluoride and trifluoroacetic acid. Some minimal potential for hepatotoxicity is associated with a trifluoroacetyl halide metabolite.

Veterinary Drugs and Treatments

Isoflurane is an inhalant anesthetic that has some distinct advantages over either halothane or methoxyflurane due to its lessened myocardial depressant and catecholamine sensitizing effects, and the ability to use it safely in patients with either hepatic or renal disease. Isoflurane’s higher cost than either methoxyflurane or halothane is a disadvantage. Horses may recover more rapidly than with halothane, but be more susceptible to anesthetic associated- myopathy.

Check Digit Verification of cas no

The CAS Registry Mumber 26675-46-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,6,6,7 and 5 respectively; the second part has 2 digits, 4 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 26675-46:
(7*2)+(6*6)+(5*6)+(4*7)+(3*5)+(2*4)+(1*6)=137
137 % 10 = 7
So 26675-46-7 is a valid CAS Registry Number.
InChI:InChI=1/C14HF29O4/c15-1(2(16,17)18)44-12(38,39)4(21,8(27,28)29)46-14(42,43)6(23,10(33,34)35)47-13(40,41)5(22,9(30,31)32)45-11(36,37)3(19,20)7(24,25)26/h1H

26675-46-7 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • TCI America

  • (C2485)  1-Chloro-2,2,2-trifluoroethyl Difluoromethyl Ether  >98.0%(GC)

  • 26675-46-7

  • 5g

  • 395.00CNY

  • Detail
  • TCI America

  • (C2485)  1-Chloro-2,2,2-trifluoroethyl Difluoromethyl Ether  >98.0%(GC)

  • 26675-46-7

  • 25g

  • 1,400.00CNY

  • Detail
  • Alfa Aesar

  • (L17315)  1-Chloro-2,2,2-trifluoroethyl difluoromethyl ether, 97%   

  • 26675-46-7

  • 5g

  • 445.0CNY

  • Detail
  • Alfa Aesar

  • (L17315)  1-Chloro-2,2,2-trifluoroethyl difluoromethyl ether, 97%   

  • 26675-46-7

  • 25g

  • 1652.0CNY

  • Detail
  • Sigma-Aldrich

  • (Y0000858)  Isoflurane  European Pharmacopoeia (EP) Reference Standard

  • 26675-46-7

  • Y0000858

  • 1,880.19CNY

  • Detail
  • USP

  • (1349003)  Isoflurane  United States Pharmacopeia (USP) Reference Standard

  • 26675-46-7

  • 1349003-1ML

  • 4,662.45CNY

  • Detail

26675-46-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name isoflurane

1.2 Other means of identification

Product number -
Other names 2-chloro-2-(difluoromethoxy)-1,1,1-trifluoro-ethane

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:26675-46-7 SDS

26675-46-7Synthetic route

1,1-Dichloro-2,2,2-trifluoroethyl difluoromethyl ether
32778-07-7

1,1-Dichloro-2,2,2-trifluoroethyl difluoromethyl ether

2-propanol

2-propanol

isoflurane
26675-46-7

isoflurane

Conditions
ConditionsYield
In water; acetone for 20h; Irradiation;95%
1,1,1-trifluoro-2,2-dichloroethane
306-83-2

1,1,1-trifluoro-2,2-dichloroethane

difluoromethyl alcohol
1426-06-8

difluoromethyl alcohol

isoflurane
26675-46-7

isoflurane

Conditions
ConditionsYield
at 30 - 35℃; for 3h; Temperature; Autoclave; Inert atmosphere;88.3%
1-chloro-2,2,2-trifluoroethyl chlorofluoromethyl ether

1-chloro-2,2,2-trifluoroethyl chlorofluoromethyl ether

isoflurane
26675-46-7

isoflurane

Conditions
ConditionsYield
With diisopropylethylamine hydrofluoride; N-ethyl-N,N-diisopropylamine for 21h; Heating;67%
With sevoflurane; antimonypentachloride at 5 - 10℃; for 1h;66%
With hydrogen fluoride; tin(IV) chloride at 20℃; under 1500.15 Torr; for 8h; Autoclave; Cooling with ice;
1,1,1-trifluoro-2-difluoromethoxypropane
1885-48-9

1,1,1-trifluoro-2-difluoromethoxypropane

isoflurane
26675-46-7

isoflurane

Conditions
ConditionsYield
With 2,2’-azobis(4-methoxy-2,4-dimethyl)valeronitrile; chlorine In water at 40℃; for 2h;3%
With chlorine Irradiation;
1-Chlor-2,2,2-trifluorethyl-dichlormethylether
26644-88-2

1-Chlor-2,2,2-trifluorethyl-dichlormethylether

isoflurane
26675-46-7

isoflurane

Conditions
ConditionsYield
With hydrogen fluoride; antimonypentachloride at 0℃;
isoflurane
26675-46-7

isoflurane

desflurane
57041-67-5

desflurane

Conditions
ConditionsYield
With hydrogen fluoride; chromia catalyst at 140 - 175℃; Product distribution / selectivity; Gas phase;95%
With hydrogen fluoride; antimony pentafluoride; pyrographite at 135℃; under 0 - 150.015 Torr; for 10 - 110h; Product distribution / selectivity;73.1%
With SbF5/C; hydrogen fluoride at 135 - 145℃; for 150h; Large scale reaction; chemoselective reaction;72.6%
isoflurane
26675-46-7

isoflurane

A

1,1,1,2-tetrafluoro-2-chloroethane
2837-89-0

1,1,1,2-tetrafluoro-2-chloroethane

B

desflurane
57041-67-5

desflurane

Conditions
ConditionsYield
With pyridine-hydrogen fluoride complex; hydrogen fluoride at 320℃; Temperature; Inert atmosphere;A n/a
B 72.7%
methanol
67-56-1

methanol

isoflurane
26675-46-7

isoflurane

chloro-difluoromethoxy-acetic acid methyl ester

chloro-difluoromethoxy-acetic acid methyl ester

Conditions
ConditionsYield
Stage #1: methanol; isoflurane With sodium hydride In acetonitrile at 0 - 20℃; for 18h;
Stage #2: With hydrogenchloride In water for 0.333333h;
52%
isoflurane
26675-46-7

isoflurane

difluoromethyl 1-chloro-2,2-difluoroethenyl ether
130263-25-1

difluoromethyl 1-chloro-2,2-difluoroethenyl ether

Conditions
ConditionsYield
With methyllithium In formaldehyde diethyl acetal at -31 - -20℃; Product distribution / selectivity; Inert atmosphere;34.8%
methanol
67-56-1

methanol

isoflurane
26675-46-7

isoflurane

A

2-chloro-2-difluoromethoxy-1,1-difluoro-1-methoxy-ethane

2-chloro-2-difluoromethoxy-1,1-difluoro-1-methoxy-ethane

B

1-chloro-1-difluoromethoxy-2,2-dimethoxy-ethene

1-chloro-1-difluoromethoxy-2,2-dimethoxy-ethene

C

2-chloro-2-difluoromethoxy-1-fluoro-1,1-dimethoxy-ethane

2-chloro-2-difluoromethoxy-1-fluoro-1,1-dimethoxy-ethane

Conditions
ConditionsYield
With sodium hydride In acetonitrile at 0 - 20℃; for 18h;
methanol
67-56-1

methanol

isoflurane
26675-46-7

isoflurane

A

C4H4(2)HClF4O2

C4H4(2)HClF4O2

B

C5H7(2)HClF3O3

C5H7(2)HClF3O3

Conditions
ConditionsYield
With [D3]acetonitrile; sodium hydride at 0 - 20℃; for 18h;
bromine trifluoride
7787-71-5

bromine trifluoride

(+)-isoflurane

(+)-isoflurane

(-)-desflurane

(-)-desflurane

(-)-isoflurane

(-)-isoflurane

isoflurane
26675-46-7

isoflurane

desflurane
57041-67-5

desflurane

26675-46-7Relevant articles and documents

Preparation method of isoflurane

-

Paragraph 0021; 0034; 0036-0037; 0039-0040; 0042-0043; 0045, (2020/12/15)

The invention belongs to the field of organic chemical synthesis, and particularly relates to a preparation method of isoflurane. The method for preparing the isoflurane comprises the following steps:taking Freon 22 as a raw material to obtain difluoromet

Improvements in or relating to contrast agents

-

, (2008/06/13)

Combined preparations comprising an injectable gas dispersion and a coadministrable diffusible component which is capable of inward diffusion into the dispersed gas so as to promote temporary growth of the gas in vivo, the preparations being for use as contrast agents in ultrasound cardiac studies of patients who have undergone physical exercise-induced stress in order to promote vasodilatation.

Process for the manufacture of halo esters of carboxylic or dicarboxylic acids

-

, (2008/06/13)

A compound (Ia) or (Ib) is prepared by reacting, in a polar aprotic solvent, a compound (III) with a salt of a carboxylic or dicarboxylic acid (IIa) or (IIb). The reaction may be carried out under pressure, but also at normal atmospheric pressure or in the region of normal atmospheric pressure (especially between 0.10 bar and 2 bars). The product (Ia) or (Ib) formed is, in this latter case, recovered continuously as it is formed. STR1 R1, R2 =optionally substituted saturated or unsaturated acyclic or cyclic hydrocarbon radicals; R3 =C1 -C10 perhaloalkyl; 0n≤4; X=halogen. The applications of the fluoroalkyl (meth)acrylates obtained are especially: anti-dust or anti-soiling paints for various supports such as exterior coatings and metal furniture; optical fibers; contact lenses; lithography; electrophotography; heat-resistant materials; dental resins.

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