スルファメラジン

Sulfamerazine

HCID 5325CAS 127-79-7
部分構造検索類似構造を探す

基本情報

標準SMILES
Cc1ccnc(NS(=O)(=O)c2ccc(N)cc2)n1
InChIKey
QPPBRPIAZZHUNT-UHFFFAOYSA-N
分子式
C11H12N4O2S
平均分子量
264.31 g/mol
単同位体質量
264.06809662

概要

Sulfamerazine is a sulfonamide consisting of pyrimidine with a methyl substituent at the 4-position and a 4-aminobenzenesulfonamido group at the 2-position. It has a role as an antiinfective agent and a drug allergen. It is a sulfonamide, a member of pyrimidines and a sulfonamide antibiotic. It is functionally related to a sulfanilamide.

名称と識別子

優先名称
Sulfamerazine
IUPAC
4-amino-N-(4-methylpyrimidin-2-yl)benzenesulfonamide
現地名
スルファメラジン
英語名
Sulfamerazine
分子式
C11H12N4O2S
分子量
264.3

名称と別名

sulfamerazine127-79-7SulphamerazineSulfamethyldiazineMesulfa4-amino-N-(4-methylpyrimidin-2-yl)benzenesulfonamidePercoccideBenzenesulfonamide, 4-amino-N-(4-methyl-2-pyrimidinyl)-SeptacilSeptosylSolumedin2-Sulfa-4-methylpyrimidine
名称をさらに表示
ピリマールMピラルシドメスルファペルコックシドベタ-メラジンN-(4-メチル-2-ピリミジニル)-4-アミノベンゼンスルホンアミド4-アミノ-N-(4-メチル-2-ピリミジニル)ベンゼンスルホンアミド2,3-ジヒドロ-6-アミノ-2-メチル-4H-1,3-ベンゾオキサジン-4-オンスメジンスルファメラジンN-(4-メチルピリミジン-2-イル)-4-アミノベンゼンスルホンアミドスルファメチルジアジンデベナールM6-アミノ-2-メチル-2H-1,3-ベンゾオキサジン-4(3H)-オンメチルピリマールスルファメラジン標準品２スルファニルアミド４メチルピリミジンスルファメラジンスルファメチルジアジン4-アミノ-N-(4-メチルピリミジン-2-イル)ベンゼンスルホンアミドスルファメラジン, 98+%SMIA-310rp2632DEBENAL2643-RPMebacidRomezinRP 2632
N-(4-Methyl-2-pyrimidyl)sulfanilamide2-(Sulfanilamido)-4-methylpyrimidine2-(4-Aminobenzenesulfonamido)-4-methylpyrimidine4-Amino-N-(4-methyl-2-pyrimidinyl)-benzenesulfonamideDTXSID0023612(p-Aminobenzolsulfonyl)-2-amino-4-methylpyrimidin4-amino-N-(4-methylpyrimidin-2-yl)benzene-1-sulfonamideUR1SAB295F

データベース識別子

CAS
127-79-7
PubChem CID
5325
DTXSID
DTXSID0023612
ChEMBL
CHEMBL438
ChEBI
CHEBI:102130
UNII
UR1SAB295F
EC Number
204-866-2
Nikkaji
J5.402J

物性

構造計算による物性

XLogP
0.1
極性表面積
106 Ų
水素結合供与体数
2
水素結合受容体数
6
回転可能結合数
3
重原子数
18

実験および物理化学的性質

Drugs · 3 件

Pharmaceuticals -> Listed in ZINC15

Pharmaceuticals -> Antibiotics

Pharmaceuticals -> Antibiotics (Sulfonamide)

SpringerMaterials PropertiesFusion temperature
LogP0.14
Solubility3.04e-01 g/L
Human Drugs · 2 件

FDA approved drugs -> Active ingredient

FDA approved drugs -> Active ingredient

Animal Drugs · 2 件

Active Ingredients (Sulfamerazine) -> FDA Greenbook

Pharmaceuticals -> Animal Drugs -> Approved in Taiwan

物理化学的性質

融点
234 · 234-238°C
沸点
519.1 · 519.1±52.0 °C(Predicted)
比重(密度)
1.3364 · 1.3364 (rough estimate)
屈折率
1.644 · 1.6440 (estimate)
貯蔵温度
2 · 2-8°C
溶解性
DMSO（微量）、メタノール（微量）

化学的性質

化学的特性White Solid

安全と法規制

GHS分類

GHS Classification · 5 件

This chemical does not meet GHS hazard criteria for 2% (1 of 51) of reports.

Warning

H315 (94.1%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 51 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory InformationSulfamerazine: 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 - Benzenesulfonamide, 4-amino-N-(4-methyl-2-pyrimidinyl)-: Human health tier I assessment
Hazard Classes and CategoriesSkin Irrit. 2 (94.1%)

安全データ

F
10
wgk
2
tsca
TSCA listed
rtecs
WP0750000
毒性
LD50 oral in mouse: 25gm/kg
hs_code
2935904000

化学と産業

薬理情報

ATC Code · 4 件

D - Dermatologicals

J - Antiinfectives for systemic use

QJ - Antiinfectives for systemic use

QD - Dermatologicals

PharmacodynamicsSulfonamides act as competitive inhibitors of the enzyme dihydropteroate synthetase (DHPS), an enzyme involved in folate synthesis in bacteria.
Mechanism of Action · 1 件

Sulfamerazine is a sulfonamide drug that inhibits bacterial synthesis of dihydrofolic acid by competing with para-aminobenzoic acid (PABA) for binding to dihydropteroate synthetase (dihydrofolate synthetase). Sulfamerazine is bacteriostatic in nature. Inhibition of dihydrofolic acid synthesis decreases the synthesis of bacterial nucleotides and DNA.

Metabolism/MetabolitesSulfamerazine has known human metabolites that include N(4)-Acetylsulfamerazine.
MeSH Pharmacological ClassificationSubstances that inhibit the growth or reproduction of BACTERIA.
Absorption, Distribution and ExcretionRapidly absorbed following oral administration.

用途と製造

Use Classification · 2 件

Animal Drugs -> FDA Approved Animal Drug Products (Green Book) -> Active Ingredients

Pharmaceuticals -> Animal Drugs -> Approved in Taiwan

General Manufacturing InformationBenzenesulfonamide, 4-amino-N-(4-methyl-2-pyrimidinyl)-: INACTIVE
応用分野 · 3 件

解説4-aimino-N-(4-methyl-2-pyrimidinyl)benzene-sulfonamide．C11H12N4O2S(264.31)．スルファメラジンは，サルファ剤の一種．2-アミノ-4-メチルピリミジンとアセチルスファニルクロリドからつくる．白色の結晶．融点234～238 ℃．λmax ：243，257 nm．他のスルホンアミド剤とともに広く感染症に使用される．ナトリウム塩は水に易溶．水産用抗菌剤に用いられる．[CAS 127-79-7][CAS 127-58-2:Na塩] 森北出版「化学辞典（第2版）

用途動物用医薬品定量用の標準品。

一般的な説明Chemical structure: sulfonamide

上流・下流製品情報

サプライヤー50 社

国药集团化学试剂有限公司86-21-63210123 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]
湖北金梭生物科技有限公司00123456789 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]

補足説明

定義ChEBI: A sulfonamide consisting of pyrimidine with a methyl substituent at the 4-position and a 4-aminobenzenesulfonamido group at the 2-position.

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