CAS 127-79-7|sulfamerazine|4-amino-N-(4-methylpyrimidin-2-yl)benzene-1-sulfonamide|Sulfamerazine|4-氨基-N-(4-甲基-2-嘧啶基)苯磺酰胺|N1-(4-甲基嘧啶-2-基)磺胺|4-Amino-N-(4-methyl-2-pyrimidinyl)benzene...

基本信息

化学结构

分子式

C₁₁H₁₂N₄O₂S

分子量

264.30358

精确质量

264.06809664

电荷

InChI

InChI=1S/C11H12N4O2S/c1-8-6-7-13-11(14-8)15-18(16,17)10-4-2-9(12)3-5-10/h2-7H,12H2,1H3,(H,13,14,15)

InChIKey

QPPBRPIAZZHUNT-UHFFFAOYSA-N

Canonic Smiles

Nc1ccc(cc1)S(=O)(=O)Nc1nccc(n1)C

Isomeric Smiles

S(=O)(=O)(Nc1nc(ccn1)C)c1ccc(N)cc1

计算属性

JChem

LogD (pH = 7.4)

0.08

LogD (pH = 5.5)

0.51

Log P

0.52

可自由旋转的化学键

质子供体

质子受体

里宾斯基五规则

true

Acid pKa

6.99

极化表面积

97.97

极化性

26.47

摩尔折射率

68.79

LOG S

-2.66

数据来源

名称和标识

IUPAC标准名

4-amino-N-(4-methylpyrimidin-2-yl)benzene-1-sulfonamide

IUPAC传统名

sulfamerazine 4-amino-N-(4-methylpyrimidin-2-yl)benzene-1-sulfonamide

别名

SulfamerazineN1-(4-甲基嘧啶-2-基)磺胺4-氨基-N-(4-甲基-2-嘧啶基)苯磺酰胺N1-(4-Methylpyrimidin-2-yl)sulfanilamide4-Amino-N-(4-methyl-2-pyrimidinyl)benzenesulfonamide磺胺甲嘧啶SulfamerazineN-(4-Methyl-2-pyrimidyl)sulfanilamideCremomerazineSulfameradineSulfamerazinRP 2632MesulfaSulfamethyldiazine2-Sulfanilamido-4-methylpyrimidine磺胺甲基嘧啶4-MethylsulfadiazineN(1)-(4-Methyl-2-pyrimidinyl)sulfanilamideN-(4-Methyl-2-pyrimidyl)sulfanilamideSulphamerazineSulfamethyldiazine4-Amino-N-(4-methyl-2-pyrimidinyl)-benzenesulfonamideN(1)-(4-Methyl-2-pyrimidinyl)sulfanilamide2-(Sulfanilamido)-4-methylpyrimidine(p-Aminobenzolsulfonyl)-2-amino-4-methylpyrimidinsulfamerazine2-Sulfa-4-methylpyrimidine2-(4-Aminobenzenesulfonamido)-4-methylpyrimidine2-(p-Aminobenzolsulfonamido)-4-methylpyrimidine

API名称

Sulfamerazine

国际非专利药品(INN)

sulfamerazinumsulfamerazinesulfamerazina

名称和标识

数据登录号

PubChem SID

16096482146505036248705002489981885307740

PubChem CID

5325

Chemspider ID

5134

CHEBI ID

102130CHEBI:102130

ATC码

D06BA06QJ01EQ17J01ED07

美国药典/FDA物质标识码

维基百科标题

KEGG ID

CHEMBL

DrugBank ID

CAS号

Beilstein号

MDL号

默克索引号

EC号

SureChEMBL数据库

BRENDA数据库

1.14.14.192.3.1.52.5.1.15

PubMed文献链接

2434548236274441303757911431418686472924508883

CompTox数据库

DTXSID0023612

Drug Central Database

ACToR数据库

LINCS数据库

专利号

MetaboLights数据库

MTBLS1642MTBLS4967MTBLS1918MTBLS1693

Gmelin ID

BindingDB数据库

IEDB Database

KEGG DRUG Database

数据登录号

化合物性质

理化性质

疏水性(logP)

0.14 [HANSCH,C ET AL. (1995)]

溶解度

0.202 mg/mL at 20 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]

DMSO

熔点

234-236°C

234-238°C

外观

White Solid

药理学性质

生物活性机理

Folic acid biosynthesis antagonist

作用靶点

Others

化合物性质

分子相关蛋白质

暂无数据

点击上传数据

分子图谱

暂无数据

点击上传数据

描述信息

DrugBank

DB01581

Drug Groups

approved

Description

A sulfanilamide that is used as an antibacterial agent. [PubChem]

Indication

A sulfanilamide that is used as an antibacterial agent. It can be used to treat bronchitis, prostatitis and urinary tract infections.

Pharmacology

Sulfonamides act as competitive inhibitors of the enzyme dihydropteroate synthetase (DHPS), an enzyme involved in folate synthesis in bacteria.

Toxicity

Sulfamerazine may cause nausea, vomiting, diarrhea and hypersensitivity reactions. Hematologic effects such as anemia, agranulocytosis, thrombocytopenia and hemolytic anemia in patients with glucose-6-phosphate dehydrogenase deficiency may also occur. Sulfamethoxazole may displace bilirubin from albumin binding sites causing jaundice or kernicterus in newborns.

Absorption

Rapidly absorbed following oral administration.

External Links

• [Wikipedia]

Wikipedia

Sulfamerazine

Sigma Aldrich

S8876

包装
50, 250, 500 g in glass bottle
法律信息
ReagentPlus 注册商标 Sigma-Aldrich Co. LLC

46826

法律信息
VETRANAL 商标 Sigma-Aldrich Co. LLC

TRC

S689000

Antibacterial.

ChEBI

CHEBI:102130

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

描述信息

参考文献

PubChem文献

数据源提供

• Woolfenden, R.D.G., et al.: Anal. Profiles Drug Subs., 6, 515 (1977)

• Roblin, R.O. et al., J.A.C.S., 1940, 62, 2002, (synth)

• Chang, C.J. et al., J. Med. Chem., 1975, 18, 505, (nmr)

• Przybylski, M. et al., Adv. Mass Spectrom. Biochem. Med., Proc. Int. Symp. Mass Spectrom. Biochem. Med. 2nd, 3rd, 1976, 1, 309, (ms)

• Negwer, M., Organic-Chemical Drugs and their Synonyms, 6th edn., Akademie-Verlag, 1987, 1930

• Woolfenden, R.D.G., Anal. Profiles Drug Subst., 1977, 6, 515, (rev, synth, props, anal)

• Sprague, J.M. et al., J.A.C.S., 1941, 63, 3028, (synth)

• Moriguchi, I. et al., Chem. Pharm. Bull., 1969, 17, 2554, (pharmacol)

• Acharya, K.R. et al., J. Crystallogr. Spectrosc. Res., 1982, 12, 369, (cryst struct)

• Bult, A., Pharm. Weekbl., Sci. Ed., 1983, 5, 77, (cmr, tautom)

• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 205

• Maury, L. et al., Farmaco, Ed. Prat., 1986, 41, 26, (ir, uv, Raman)

• Pogorzhel'skaya, N.A. et al., Zh. Org. Khim., 1969, 5, 1179, (synth)

• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, ALF250; SJW475

参考文献

生物活性

PubChem BioAssay

生物活性

名称和标识

IUPAC标准名

4-amino-N-(4-methylpyrimidin-2-yl)benzene-1-sulfonamide

IUPAC传统名

sulfamerazine 4-amino-N-(4-methylpyrimidin-2-yl)benzene-1-sulfonamide

别名

API名称

Sulfamerazine

国际非专利药品(INN)

sulfamerazinumsulfamerazinesulfamerazina

数据登录号

PubChem SID

16096482146505036248705002489981885307740

PubChem CID

5325

Chemspider ID

5134

CHEBI ID

102130CHEBI:102130

ATC码

D06BA06QJ01EQ17J01ED07

美国药典/FDA物质标识码

维基百科标题

KEGG ID

CHEMBL

DrugBank ID

CAS号

Beilstein号

MDL号

默克索引号

EC号

SureChEMBL数据库

BRENDA数据库

1.14.14.192.3.1.52.5.1.15

PubMed文献链接

2434548236274441303757911431418686472924508883

CompTox数据库

DTXSID0023612

Drug Central Database

ACToR数据库

LINCS数据库

专利号

MetaboLights数据库

MTBLS1642MTBLS4967MTBLS1918MTBLS1693

Gmelin ID

BindingDB数据库

IEDB Database

KEGG DRUG Database

描述信息

DB01581

Drug Groups

approved

Description

A sulfanilamide that is used as an antibacterial agent. [PubChem]

Indication

A sulfanilamide that is used as an antibacterial agent. It can be used to treat bronchitis, prostatitis and urinary tract infections.

Pharmacology

Sulfonamides act as competitive inhibitors of the enzyme dihydropteroate synthetase (DHPS), an enzyme involved in folate synthesis in bacteria.

Toxicity

Absorption

Rapidly absorbed following oral administration.

External Links

• [Wikipedia]

Wikipedia

Sulfamerazine

Sigma Aldrich

S8876

包装
50, 250, 500 g in glass bottle
法律信息
ReagentPlus 注册商标 Sigma-Aldrich Co. LLC

46826

法律信息
VETRANAL 商标 Sigma-Aldrich Co. LLC

TRC

S689000

Antibacterial.

ChEBI

CHEBI:102130

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

参考文献

PubChem文献

数据源提供

• Woolfenden, R.D.G., et al.: Anal. Profiles Drug Subs., 6, 515 (1977)

• Roblin, R.O. et al., J.A.C.S., 1940, 62, 2002, (synth)

• Chang, C.J. et al., J. Med. Chem., 1975, 18, 505, (nmr)

• Przybylski, M. et al., Adv. Mass Spectrom. Biochem. Med., Proc. Int. Symp. Mass Spectrom. Biochem. Med. 2nd, 3rd, 1976, 1, 309, (ms)

• Negwer, M., Organic-Chemical Drugs and their Synonyms, 6th edn., Akademie-Verlag, 1987, 1930

• Woolfenden, R.D.G., Anal. Profiles Drug Subst., 1977, 6, 515, (rev, synth, props, anal)

• Sprague, J.M. et al., J.A.C.S., 1941, 63, 3028, (synth)

• Moriguchi, I. et al., Chem. Pharm. Bull., 1969, 17, 2554, (pharmacol)

• Acharya, K.R. et al., J. Crystallogr. Spectrosc. Res., 1982, 12, 369, (cryst struct)

• Bult, A., Pharm. Weekbl., Sci. Ed., 1983, 5, 77, (cmr, tautom)

• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 205

• Maury, L. et al., Farmaco, Ed. Prat., 1986, 41, 26, (ir, uv, Raman)

• Pogorzhel'skaya, N.A. et al., Zh. Org. Khim., 1969, 5, 1179, (synth)

• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, ALF250; SJW475

生物活性

PubChem BioAssay

化合物性质

理化性质

疏水性(logP)

0.14 [HANSCH,C ET AL. (1995)]

溶解度

0.202 mg/mL at 20 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]

DMSO

熔点

234-236°C

234-238°C

外观

White Solid

药理学性质

生物活性机理

Folic acid biosynthesis antagonist

作用靶点

Others

化合物信息

ID:1361