基本情報
- CAS
85-73-4- 標準SMILES
O=C(O)c1ccccc1C(=O)Nc1ccc(S(=O)(=O)Nc2nccs2)cc1- InChIKey
PBMSWVPMRUJMPE-UHFFFAOYSA-N- 分子式
- C17H13N3O5S2
- 平均分子量
- 403.4 g/mol
- 単同位体質量
- 403.02966287
概要
Phthalylsulfathiazole is a sulfonamide incorporating 2-carboxybenzamido and 1,3-thiazol-2-yl moieties that is a broad-spectrum antibiotic indicated in the treatment of dysentery, colitis, gastroenteritis and intestinal surgery. It is a sulfonamide, a dicarboxylic acid monoamide, a member of 1,3-thiazoles and a sulfonamide antibiotic. It is functionally related to a phthalic acid.
名称と識別子
- 優先名称
- Phthalylsulfathiazole
- IUPAC
- 2-[[4-(1,3-thiazol-2-ylsulfamoyl)phenyl]carbamoyl]benzoic acid
- 現地名
- フタリルスルファチアゾール
- 英語名
- Phthalylsulfathiazole
- 分子式
- C17H13N3O5S2
- 分子量
- 403.43
名称と別名
phthalylsulfathiazole85-73-4SulfathalidinePhthalazolPhthalylsulphathiazolePhthalylsulfonazoleSulphaphthalylSulfaphthalazolePhthalylnorsulfazoleThalazoleFtalazolPhtalylsulfathiazol
名称をさらに表示
フタリルスルファチアゾール2-[[4-[(2-チアゾリルアミノ)スルホニル]フェニル]アミノカルボニル]安息香酸2-[4-[(2-チアゾリル)スルファモイル]フェニルアミノカルボニル]安息香酸2-[4-[(2-チアゾリル)アミノスルホニル]フェニルカルバモイル]安息香酸2-[[[4-[(2-チアゾリルアミノ)スルホニル]フェニル]アミノ]カルボニル]安息香酸フタラゾール4'-[(2-チアゾリル)スルファモイル]フタラニル酸N-[4-(2-チアゾリルスルファモイル)フェニル]フタルアミド酸4'-((2-チアゾリル)スルファモイル)フタラニリン酸2-[[4-[(2-チアゾリル)スルファモイル]フェニル]カルバモイル]安息香酸2-[[4-[(チアゾール-2-イル)スルファモイル]フェニル]カルバモイル]安息香酸4'-(2-チアゾールイルスルファモイル)フタルアミド酸4′-[(2-チアゾリル)スルファモイル]フタラニル酸4′-((2-チアゾリル)スルファモイル)フタラニリン酸2-({4-[(1,3-チアゾール-2-イル)スルファモイル]フェニル}カルバモイル)安息香酸PSTPhthalysulfathiazoleN4-PHTHALYLSULFATHIAZOLE
物性
構造計算による物性
- XLogP
- 1.1
- 極性表面積
- 162 Ų
- 水素結合供与体数
- 3
- 水素結合受容体数
- 8
- 回転可能結合数
- 6
- 重原子数
- 27
- 形式電荷
- 0
- 複雑度
- 643
実験および物理化学的性質
DrugsPharmaceuticals -> Antibiotics
Human DrugsPharmaceuticals
Collision Cross Section
188.63 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
194.9 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
物理化学的性質
- 融点
- 198 · 198-204°C
- 沸点
- 371.31 ℃[at · 371.31℃[at 101 325 Pa]
- 比重(密度)
- 1.4235 · 1.4235 (rough estimate)
- 蒸気圧
- 0 Pa · 0Pa at 25℃
- 屈折率
- 1.639 · 1.6390 (estimate)
- 貯蔵温度
- Keep in dark place,Sealed in dry,Room Temperature
- 溶解性
- 水にほとんど溶けず、ジメチルホルムアミドに溶けやすく、アセトンおよびエタノールに溶けにくい(96%)。
- 酸解離定数(Pka)
- 3.4 · 3.40±0.36(Predicted)
- 外見
- Solid
- 色
- 白色～淡黄色
- 由来生物
- rabbit
- 水溶解度
- 400 mg/L · 400mg/L at 28℃
安全と法規制
安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。
GHS分類
GHS Classification
This chemical does not meet GHS hazard criteria for 66.7% (2 of 3) of all reports.
H412 (33.3%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]
P273, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 3 reports by companies from 2 notifications to the ECHA C&L Inventory.
危険有害性情報
Regulatory Information
REACH registered substance: Phthalylsulfathiazole (EC: 201-627-4)
Phthalylsulfathiazole: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Other Safety InformationIMAP assessments - Benzoic acid, 2-[[[4-[(2-thiazolylamino)sulfonyl]phenyl]amino]carbonyl]-: Environment tier I assessment
Hazard Classes and CategoriesAquatic Chronic 3 (33.3%)
安全データ
- wgk
- WGK 3
- tsca
- TSCA listed
- rtecs
- TH8575000
- ridadr
- 3249
- 毒性
- LD50 i.p. in mice: 920 mg/kg (Mattis)
- hs_code
- 29350090
- safety_code
- 24/25
- hazard_class
- 6.1(b)
- packing_group
- III
- Hazard Classifications
- Aquatic Chronic 3
- ストレージクラス
化学と産業
薬理情報
ATC Code
A - Alimentary tract and metabolism
QA - Alimentary tract and metabolism
Mechanism of ActionPhthalylsulfathiazole is a prodrug: Once administered, phthalylsulfathiazole releases its active metabolite, sulfathiazole, which targets the bacterial folate synthesis pathway by inhibiting the dihydropteroate synthase enzyme.
用途と製造
Use ClassificationPharmaceuticals
General Manufacturing InformationBenzoic acid, 2-[[[4-[(2-thiazolylamino)sulfonyl]phenyl]amino]carbonyl]-: INACTIVE
応用分野
使用Phthalylsulfathiazole is a sulfonamide antibacterial drug with similar and stronger effects than Sulfaguanidine and Succinylsulfathiazole. It is rarely absorbed orally and slowly decomposes in the intestine to release Sulfathiazole and exert intestinal antibacterial effects, and is used in the treatment of dysentery, colitis, and gastroenteritis.
調製方法
製造方法It may be prepared by the interaction of sulfathiazole and phthalic anhydride in equimolar proportions.It exerts its bacteriostatic effect in the gastro-intestinal tract. It has been found to be twice as active as sulfaguanidine in the treatment of bowel irregularities. It is often effective in watery diarrhoeas and ulcerative colitis. It is also used in the pre-operative treatment of patients undergoing surgery of the intestinal tract. It may also be recommended in the treatment of acute bascillary dysentry of the Sonne, Flexner and Shiga species.
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