CAS 42540-40-9|CEFAMANDOLE NAFATE|sodium (6R,7R)-7-[(2R)-2-(formyloxy)-2-phenylacetamido]-3-{[(1-methyl-1H-1,2,3,4-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxyl...

基本信息

化学结构

分子式

C₁₉H₁₇N₆NaO₆S₂

分子量

512.49465

精确质量

512.05486858

电荷

InChI

InChI=1S/C19H18N6O6S2.Na/c1-24-19(21-22-23-24)33-8-11-7-32-17-12(16(28)25(17)13(11)18(29)30)20-15(27)14(31-9-26)10-5-3-2-4-6-10;/h2-6,9,12,14,17H,7-8H2,1H3,(H,20,27)(H,29,30);/q;+1/p-1/t12-,14-,17-;/m1./s1

InChIKey

ICZOIXFFVKYXOM-YCLOEFEOSA-M

Canonic Smiles

O=CO[C@@H](C(=O)N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)[O-])CSc1nnnn1C)c1ccccc1.[Na+]

Isomeric Smiles

[Na+].O=C1N2C(=C(CS[C@@H]2[C@@H]1NC(=O)[C@H](OC=O)c1ccccc1)CSc1nnnn1C)C(=O)[O-]

计算属性

JChem

LogD (pH = 7.4)

-3.04

LogD (pH = 5.5)

-1.95

Log P

0.42

可自由旋转的化学键

质子供体

质子受体

里宾斯基五规则

false

Acid pKa

3.10

极化表面积

159.44

极化性

46.36

摩尔折射率

142.14

LOG S

-4.67

数据来源

名称和标识

别名

CEFAMANDOLE NAFATECefamandole formate sodium saltCefamandole nafateCefamandole Formate SodiumCemadoMandokefCedolBergacefCephamandole NafateMandolCemandilKefandolPavecefKefadolO-Formylcefamandole SodiumFadoNeocefalCefiranLampomandolNSC 299588(6R,7R)-7-[[(2R)-2-(Formyloxy)-2-phenylacetyl]amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid Sodium SaltCefamMandolsanSodium O-formylcefamandoleO-Formylcefamandole sodiumcefamandole nafateCefamandol nafatosodium (6R,7R)-7-{[(2R)-2-(formyloxy)-2-phenylacetyl]amino}-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylateCephamandole nafate

IUPAC标准名

sodium (6R,7R)-7-[(2R)-2-(formyloxy)-2-phenylacetamido]-3-{[(1-methyl-1H-1,2,3,4-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

IUPAC传统名

sodium (6R,7R)-7-[(2R)-2-(formyloxy)-2-phenylacetamido]-3-{[(1-methyl-1,2,3,4-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate cefamandole nafate

名称和标识

数据登录号

CAS号

42540-40-9

PubChem CID

23665731

PubChem SID

1620924462489295187322629

EC号

255-877-4

MDL号

MFCD00864877

PubMed文献链接

数据登录号

化合物性质

产品相关信息

下载链接

C19H17N6O6S2Na

~95%

理化性质

Methanol

Water

190-193°C

White Solid

化合物性质

分子相关蛋白质

分子图谱

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描述信息

MP Biomedicals

02154945

(cefamandole formate sodium salt) Contains approx. 5% sodium carbonate.

Sigma Aldrich

C7270

Physical form
sodium carbonate: approx. 5%
Application
Cefamandole is used to study the effects of expression and inhibition of PBP 2A and other penicillin-binding proteins (PDPs) on bacterial cell wall mucopeptide synthesis.
Biochem/physiol Actions
Cefamandole nafate inhibits bacterial cell wall synthesis by inhibiting PBP 2A and other penicillin-binding proteins. Cefamandole nafate has been shown to be rapidly converted to cefamandolein bacteriological media 1.

TRC

C237505

Antibacterial.

ChEBI

CHEBI:3481

A cephalosporin prodrug having (R)-O-formylmandelamido and N-methylthiotetrazole side-groups.

描述信息

参考文献

PubChem文献

数据源提供

• Gohil, V., et al.: Nat. Biotechnol., 28, 249 (2008)

• Taha, M., et al.: Bioorg. Med. Chem., 16, 1218 (2008)

参考文献

生物活性

PubChem BioAssay

生物活性

名称和标识

别名

IUPAC标准名

sodium (6R,7R)-7-[(2R)-2-(formyloxy)-2-phenylacetamido]-3-{[(1-methyl-1H-1,2,3,4-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

IUPAC传统名

sodium (6R,7R)-7-[(2R)-2-(formyloxy)-2-phenylacetamido]-3-{[(1-methyl-1,2,3,4-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate cefamandole nafate

描述信息

MP Biomedicals

02154945

(cefamandole formate sodium salt) Contains approx. 5% sodium carbonate.

Sigma Aldrich

C7270

TRC

C237505

Antibacterial.

ChEBI

CHEBI:3481

A cephalosporin prodrug having (R)-O-formylmandelamido and N-methylthiotetrazole side-groups.