- 関
- besylate
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2015/09/19 19:36:44」(JST)
[Wiki en表示]
Benzenesulfonic acid[1]
|
Names |
Other names
Benzene sulphonic acid; Benzenesulphonic acid; Phenylsulfonic acid; Phenylsuphonic acid
|
Identifiers |
CAS Registry Number
|
98-11-3 Y |
ChemSpider |
7093 Y |
InChI
-
InChI=1S/C6H6O3S/c7-10(8,9)6-4-2-1-3-5-6/h1-5H,(H,7,8,9) Y
Key: SRSXLGNVWSONIS-UHFFFAOYSA-N Y
-
InChI=1/C6H6O3S/c7-10(8,9)6-4-2-1-3-5-6/h1-5H,(H,7,8,9)
Key: SRSXLGNVWSONIS-UHFFFAOYAJ
|
Jmol-3D images |
Image |
|
UNII |
685928Z18A Y |
Properties |
Chemical formula
|
C6H6O3S |
Molar mass |
158.17 g·mol−1 |
Appearance |
Colorless crystalline solid |
Density |
1.32 g/cm3 (47 °C) |
Melting point |
* 44 °C (hydrate)
|
Boiling point |
190 °C (374 °F; 463 K) |
Solubility in water
|
Soluble |
Solubility in other solvents |
Soluble in alcohol, insoluble in non-polar solvents |
Acidity (pKa) |
-2.8[2] |
Hazards |
Main hazards |
Corrosive |
Safety data sheet |
External MSDS |
R-phrases |
R20 R22 R34 R36 R37 R38 |
S-phrases |
S26 S36/37/39 S45 |
Flash point |
>113 °C |
Related compounds |
Related sulfonic acids
|
Sulfanilic acid
p-Toluenesulfonic acid |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
|
Y verify (what is: Y/N?) |
Infobox references |
|
|
Benzenesulfonic acid is an organosulfur compound with the formula C6H5SO3H. It is the simplest aromatic sulfonic acid. It forms white deliquescent sheet crystals or a white waxy solid that is soluble in water and ethanol, slightly soluble in benzene and insoluble in nonpolar solvents like diethyl ether. It is often stored in the form of alkali metal salts. Its aqueous solution is strongly acidic.
Contents
- 1 Preparation
- 2 Reactions
- 3 Applications
- 4 References
Preparation
Benzenesulfonic acid is prepared from the sulfonation of benzene using concentrated sulfuric acid:
This conversion illustrates aromatic sulfonation, which has been called "one of the most important reactions in industrial organic chemistry."[3]
Reactions
Benzenesulfonic acid exhibits the reactions typical of other aromatic sulfonic acids, forming sulfonamides, sulfonyl chloride, and esters. The sulfonation is reversed above 220 °C. Dehydration with phosphorus pentoxide gives benzenesulfonic acid anhydride ((C6H5SO2)2O). Conversion to the corresponding benzenesulfonyl chloride (C6H5SO2Cl) is effected with phosphorus pentachloride.
It is a strong acid, being dissociated in water.
Applications
Benzenesulfonic acid is mainly consumed by conversion to other specialty chemicals.
A variety of pharmaceutical drugs are prepared as salts of benzenesulfonic acid and are known as besylates or besilates.
The alkali metal salt of benzenesulfonic acid was once widely used in the production of phenol:
- C6H5SO3Na + 2 NaOH → C6H5ONa + Na2SO3
- C6H5ONa + HCl → C6H5OH + NaCl
The process has been largely displaced by the Hock process, which generates less waste.
References
- ^ Benzenesulfonic acid, Sigma-Aldrich
- ^ Guthrie, J. P. Hydrolysis of esters of oxy acids: pKa values for strong acids Can. J. Chem. 1978, 56, 2342-2354. doi:10.1139/v78-385
- ^ Otto Lindner, Lars Rodefeld "Benzenesulfonic Acids and Their Derivatives" in Ullmann's Encyclopedia of Industrial Chemistry 2005, Wiley-VCH, Weinheim. doi:10.1002/14356007.a03_507
English Journal
- Pharmacokinetic comparisons of bepotastine besilate and bepotastine salicylate in healthy subjects.
- Kim KA, Park JY.Author information Department of Clinical Pharmacology and Toxicology, Anam Hospital, Korea University College of Medicine, 126-1, 5-Ga, Anam-dong, Sungbuk-Gu, Seoul, 136-705, Korea.AbstractBACKGROUND AND OBJECTIVE: Bepotastine is a second-generation histamine H(1) receptor antagonist that is indicated in allergic rhinitis, urticaria, and pruritus associated with skin disease. The aim of the present study was to compare the pharmacokinetics of two different bepotastine formulations [bepotastine besilate 10 mg (reference) and bepotastine salicylate 9.64 mg (test)], both containing 7.11 mg bepotastine base, to satisfy regulatory requirements for marketing.
- Clinical drug investigation.Clin Drug Investig.2013 Dec;33(12):913-9. doi: 10.1007/s40261-013-0140-7.
- BACKGROUND AND OBJECTIVE: Bepotastine is a second-generation histamine H(1) receptor antagonist that is indicated in allergic rhinitis, urticaria, and pruritus associated with skin disease. The aim of the present study was to compare the pharmacokinetics of two different bepotastine formulations [be
- PMID 24105252
- Bepotastine besilate for the treatment of pruritus.
- Bielory L, Duttachoudhury S, McMunn A.Author information Rutgers University/Robert Wood Johnson University Hospital , New Brunswick, NJ 07081 , USA +1 973 912 9817 ; +1 206 333 1884 ; Bielory@Rutgers.edu.AbstractINTRODUCTION: Bepotastine besilate 1.5% is a newly approved second-generation topical antihistamine indicated for the pruritus associated with allergic conjunctivitis. In Japan, the oral formulation is approved to manage pruritus associated with allergic rhinitis and urticaria.
- Expert opinion on pharmacotherapy.Expert Opin Pharmacother.2013 Dec;14(18):2553-69. doi: 10.1517/14656566.2013.849242. Epub 2013 Nov 5.
- INTRODUCTION: Bepotastine besilate 1.5% is a newly approved second-generation topical antihistamine indicated for the pruritus associated with allergic conjunctivitis. In Japan, the oral formulation is approved to manage pruritus associated with allergic rhinitis and urticaria.AREAS COVERED: Bepotas
- PMID 24191914
- A case of levocetirizine-induced fixed drug eruption and cross-reaction with piperazine derivatives.
- Kim MY, Jo EJ, Chang YS, Cho SH, Min KU, Kim SH.Author information Department of Internal Medicine, Busan Paik Hospital, Inje University College of Medicine, Busan 614-735, Korea.AbstractFixed drug eruption is an uncommon adverse drug reaction caused by delayed cell-mediated hypersensitivity. Levocetirizine is an active (R)-enatiomer of cetirizine and there have been a few reports of fixed drug eruption related to these antihistamines. We experienced a case of levocetirizine-induced fixed drug eruption and cross-reaction with other piperazine derivatives confirmed by patch test. A 73-year-old female patient presented with recurrent generalized itching, cutaneous bullae formation, rash and multiple pigmentation at fixed sites after taking drugs for common cold. She took bepotastine besilate (Talion®) and levocetirizine (Xyzal®) as antihistamine. She took acetaminophen, pseudoephedrine 60 mg / triprolidine 2.5 mg (Actifed®), dihydrocodeinebitartrate 5 mg / di-methylephedrine hydrochloride 17.5 mg / chlorpheniramine maleate 1.5 mg / guaifenesin 50 mg (Codening®) and aluminium hydroxide 200 mg / magnesium carbonate 120 mg (Antad®) at the same time. Patch test was done with suspected drugs and the result was positive with levocetirizine. We additionally performed patch test for other antihistamines such as cetirizine, hydroxyzine, fexofenadine and loratadine. Piperazine derivatives (cetirizine and hydroxyzine) were positive, but piperidine derivatives (fexofenadine and loratadine) were negative to patch test. There was no adverse drug reaction when she was challenged with fexofenadine. We report a case of levocetirizine-induced fixed drug eruption confirmed by patch test. Cross-reactions were only observed in the piperazine derivatives and piperidine antihistamine was tolerant to the patient.
- Asia Pacific allergy.Asia Pac Allergy.2013 Oct;3(4):281-4. doi: 10.5415/apallergy.2013.3.4.281. Epub 2013 Oct 31.
- Fixed drug eruption is an uncommon adverse drug reaction caused by delayed cell-mediated hypersensitivity. Levocetirizine is an active (R)-enatiomer of cetirizine and there have been a few reports of fixed drug eruption related to these antihistamines. We experienced a case of levocetirizine-induced
- PMID 24260733
Japanese Journal
- イルベサルタン/アムロジピン配合錠(アイミクス^【○!R】配合錠) の薬理作用および臨床効果
- 森 雅哉,高橋 紫乃
- 日本薬理學雜誌 = Folia pharmacologica Japonica 142(1), 39-46, 2013-07-01
- NAID 10031185427
- 臨床 新薬レビュー イルベサルタン/アムロジピンベシル酸塩 Irbesartan/Amlodipine Besilate : アイミクス配合錠LD/HD 大日本住友製薬株式会社 塩野義製薬株式会社
- アイミクス配合錠(イルベサルタン/アムロジピン配合錠)の研究開発
Related Links
- e-world in your hands (STAR-LIN Herb Corp.,USA) 海外の個人輸入・情報サイトです。 検索結果を表示 アムロジピン(Amlodipine) 高血圧や狭心症の治療に 一般名:アムロジピンベシル酸塩(Amlodipine Besilate)
- Products Containing Amlodipine Besilate January 12, 2016 Non-proprietary name a. Amlodipine Besilate b. Azilsartan/Amlodipine Besilate c. Aliskiren Fumarate/Amlodipine Besilate d. Irbesartan/Amlodipine Besilate g. Valsartan ...
Related Pictures
★リンクテーブル★
[★]
- 関
- besilate
[★]
- 英
- besylate、besilate
- 関
- ベシル酸塩、ベシレート
[★]
- 関
- bepotastine
[★]
ドベシル酸カルシウム