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144-80-9 分子结构
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N-(4-aminobenzenesulfonyl)acetamide

ChemBase编号:516
分子式:C8H10N2O3S
平均质量:214.2416
单一同位素质量:214.04121319
SMILES和InChIs

SMILES:
S(=O)(=O)(NC(=O)C)c1ccc(N)cc1
Canonical SMILES:
CC(=O)NS(=O)(=O)c1ccc(cc1)N
InChI:
InChI=1S/C8H10N2O3S/c1-6(11)10-14(12,13)8-4-2-7(9)3-5-8/h2-5H,9H2,1H3,(H,10,11)
InChIKey:
SKIVFJLNDNKQPD-UHFFFAOYSA-N

引用这个纪录

CBID:516 http://www.chembase.cn/molecule-516.html

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名称和登记号

名称和登记号

名称 登记号
IUPAC标准名
N-(4-aminobenzenesulfonyl)acetamide
IUPAC传统名
N-(4-aminobenzenesulfonyl)acetamide
sulfacetamide
商标名
Acetocid
Acetosulfamin
Acetosulfamine
Ak-Sulf
Albamine
Albucid
Alesten
Bleph-10
Bleph-10 Liquifilm
Cetamide
Formosulfacetamide
Gyne-Sulf
I-Sulfacet
Isopto Cetamide
Isopto-Cetamide
Klaron
N'-Acetylsulfanilamide
N-Acetylsulfanilamide
N-Acetylsulfanilamine
N-Sulfanilylacetamide
N-Sulphanilylacetamide
Oclucid
Ocusulf-10
Op-Sulfa 30
Ophthacet
Ophthel-S
P-Aminobenzenesulfonacetamide
P-Aminobenzenesulfonoacetamide
Region
Sebizon
Sodium Sulamyd
Sodium Sulfacetamide
Steramide
Steri-Units Sulfacetamide
Sulamyd
Sulf-10
Sulf-15
Sulfacel-15
Sulfacet
Sulfacetamide Sodium
Sulfacetamide Sodium Anhydrous
Sulfacetamide Sodium Usp
Sulfacetimide
Sulfacyl
Sulfair
Sulfair 10
Sulfair 15
Sulfair Forte
Sulfair-15
Sulfamide
Sulfanilacetamide
Sulfanilazetamid
Sulfex
Sulphacetamide
Sulphacetamide Sodium
Sulphasil
Sulten-10
Sultrin
Trysul
Urosulfon
Urosulfone
别名
N-(4-氨基苯磺酰)乙酰胺
N1-乙酰磺胺
磺乙酰胺
磺胺醋酰
Sulfacetamide
N-(4-Aminophenylsulfonyl)acetamide
Sulfacetamide
N-(4-Aminobenzenesulfonyl)acetamide
N1-Acetylsulfanilamide
N-Sulfanilylacetamide
N-((4-aminophenyl)sulfonyl)acetamide
N-Acetyl-4-aminobenzenesulfonamide
CAS号
144-80-9
EC号
205-640-6
MDL号
MFCD00066501
Beilstein号
981718
默克索引号
148899
PubChem SID
160963979
24870432
46504544
24899803
PubChem CID
5320

理论计算性质

理论计算性质

JChem ALOGPS 2.1
Acid pKa 4.2999835  质子受体
质子供体 LogD (pH = 5.5) -1.0395306 
LogD (pH = 7.4) -1.2013199  Log P -0.26104107 
摩尔折射率 52.4822 cm3 极化性 20.56703 Å3
极化表面积 89.26 Å2 可自由旋转的化学键
里宾斯基五规则 true 
Log P 0.15  LOG S -1.71 
溶解度 4.21e+00 g/l 

分子性质

分子性质

理化性质 安全信息 产品相关信息 生物活性(PubChem)
溶解度
1.25E+004 mg/L expand 查看数据来源
熔点
182-184 °C expand 查看数据来源
182-184°C expand 查看数据来源
疏水性(logP)
-0.6 expand 查看数据来源
保存注意事项
IRRITANT expand 查看数据来源
RTECS编号
AC8450000 expand 查看数据来源
MSDS下载
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
德国WGK号
2 expand 查看数据来源
危险公开号
68 expand 查看数据来源
安全公开号
36/37 expand 查看数据来源
TSCA收录
false expand 查看数据来源
expand 查看数据来源
GHS危险品标识
GHS08 expand 查看数据来源
GHS危险声明
H341 expand 查看数据来源
GHS警示性声明
P281-P201-P202-P308+P313-P405-P501A expand 查看数据来源
个人保护装置
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand 查看数据来源
纯度
≥98.0% expand 查看数据来源
≥98.0% (NT) expand 查看数据来源
98% expand 查看数据来源
级别
VETRANAL™, analytical standard expand 查看数据来源
燃烧残渣
≤0.4% expand 查看数据来源
Empirical Formula (Hill Notation)
C8H10N2O3S expand 查看数据来源

详细说明

详细说明

DrugBank DrugBank Sigma Aldrich Sigma Aldrich
DrugBank -  DB00634 external link
Item Information
Drug Groups approved
Description An anti-infective agent that is used topically to treat skin infections and orally for urinary tract infections. [PubChem]
Indication For the treatment of bacterial vaginitis, keratitis, acute conjunctivitis, and blepharitis.
Pharmacology Sulfacetamide is a sulfonamide antibiotic. The sulfonamides are synthetic bacteriostatic antibiotics with a wide spectrum against most gram-positive and many gram-negative organisms. However, many strains of an individual species may be resistant. Sulfonamides inhibit multiplication of bacteria by acting as competitive inhibitors of p-aminobenzoic acid in the folic acid metabolism cycle. Bacterial sensitivity is the same for the various sulfonamides, and resistance to one sulfonamide indicates resistance to all. Most sulfonamides are readily absorbed orally. However, parenteral administration is difficult, since the soluble sulfonamide salts are highly alkaline and irritating to the tissues. The sulfonamides are widely distributed throughout all tissues. High levels are achieved in pleural, peritoneal, synovial, and ocular fluids. Although these drugs are no longer used to treat meningitis, CSF levels are high in meningeal infections. Their antibacterial action is inhibited by pus.
Toxicity Oral LD50 Mouse : 16500 mg/kg. Side effects include moderate to severe erythema (redness) and moderate edema (raised kin), nausea, vomiting, headache, dizziness, and tiredness. Higher exposure causes unconsciousness.
Affected Organisms
Enteric bacteria and other eubacteria
Half Life 7-12.8 hours
References
Hull CA, Johnson SM: A double-blind comparative study of sodium sulfacetamide lotion 10% versus selenium sulfide lotion 2.5% in the treatment of pityriasis (tinea) versicolor. Cutis. 2004 Jun;73(6):425-9. [Pubmed]
Del Rosso JQ: Evaluating the role of topical therapies in the management of rosacea: focus on combination sodium sulfacetamide and sulfur formulations. Cutis. 2004 Jan;73(1 Suppl):29-33. [Pubmed]
Roth HW, Leimbeck R, Sonnenschein B, Anger CB, Weber S: [The effective antibacterial spectrum of sulfacetamide] Klin Monatsbl Augenheilkd. 1992 Mar;200(3):182-6. [Pubmed]
External Links
Wikipedia
RxList
PDRhealth
Drugs.com
Sigma Aldrich -  S8627 external link
Application
Sulfacetamide is an antibiotic that is used to treat skin infections and urinary tract infections1. Sulfacetamide is used to study the treatment of acne and seborrheic dermatitis2. It is used to study neonatal chlamydial conjunctivitis and meningococcal conjunctivitis.
Biochem/physiol Actions
Sulfacetamide is a sulfonamide antibiotic that blocks the synthesis of dihydrofolic acid by inhibiting the enzyme dihydropteroate synthase. Sulfacetamide is a competitive inhibitor of bacterial para-aminobenzoic acid (PABA), which is required for bacterial synthesis of folic acid1. It is active against Gram positive bacteria, Gram negative bacteria and Chlamydia. Mode of resistance is via the alteration of dihydropteroate synthase or alternative pathway for folic acid synthesis.
Sigma Aldrich -  46770 external link
法律信息
VETRANAL 商标 Sigma-Aldrich Co. LLC

参考文献

参考文献

供应商提供 Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • Hull CA, Johnson SM: A double-blind comparative study of sodium sulfacetamide lotion 10% versus selenium sulfide lotion 2.5% in the treatment of pityriasis (tinea) versicolor. Cutis. 2004 Jun;73(6):425-9. Pubmed
  • Del Rosso JQ: Evaluating the role of topical therapies in the management of rosacea: focus on combination sodium sulfacetamide and sulfur formulations. Cutis. 2004 Jan;73(1 Suppl):29-33. Pubmed
  • Roth HW, Leimbeck R, Sonnenschein B, Anger CB, Weber S: [The effective antibacterial spectrum of sulfacetamide] Klin Monatsbl Augenheilkd. 1992 Mar;200(3):182-6. Pubmed
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专利

专利

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