(4S,4aS,5aS,6S,12aS)-7-chloro-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide hydrochloride

• ChemBase编号: 133746
• 分子式: C21H22Cl2N2O8
• 平均质量: 501.31398
• 单一同位素质量: 500.07532103
• SMILES: CN(C)[C@H]1[C@@H]2C[C@@H]3[C@@H](c4c(ccc(c4C(=O)C3=C([C@@]2(C(=O)C(=C1O)C(=O)N)O)O)O)Cl)O.Cl
• Canonical SMILES: CN([C@@H]1C(=C(C(=O)N)C(=O)[C@@]2([C@H]1C[C@H]1C(=C2O)C(=O)c2c([C@H]1O)c(Cl)ccc2O)O)O)C.Cl
• InChI: InChI=1S/C21H21ClN2O8.ClH/c1-24(2)14-7-5-6-10(16(27)12-9(25)4-3-8(22)11(12)15(6)26)18(29)21(7,32)19(30)13(17(14)28)20(23)31;/h3-4,6-7,14-15,25-26,28-29,32H,5H2,1-2H3,(H2,23,31);1H/t6-,7-,14-,15-,21-;/m0./s1
• InChIKey: GVSJQNRGSCOSNJ-KBHRXELFSA-N

名称和登记号

名称

• IUPAC标准名: (4S,4aS,5aS,6S,12aS)-7-chloro-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide hydrochloride
• IUPAC传统名: demeclocycline hydrochloride
• 别名: [4S-(4α,4aα,5aα,6β,12aα)]-7-Chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-1,11-dioxo-2-naphthacenecarboxamide Monohydrochloride; 6-Demethyl-7-chlorotetracycline Hydrochloride; Demetraciclina; Detravis; Ledermycin Hydrochloride; Meciclin; Demeclocycline Hydrochloride; 7-Chloro-6-demethyltetracycline hydrochloride; Demeclocycline hydrochloride

登记号

• CAS号: 64-73-3
• EC号: 200-592-2
• MDL号: MFCD00082371
• Beilstein号: 3849198
• PubChem SID: 24278380; 162228023; 24858709
• PubChem CID: 54686764

理论计算性质

• Acid pKa: -2.5592184
• 质子受体: 9
• 质子供体: 6
• LogD (pH = 5.5): -4.3682384
• LogD (pH = 7.4): -6.1644874
• Log P: -3.2341983
• 摩尔折射率: 114.3549 cm^3
• 极化性: 43.324028 Å^3
• 极化表面积: 181.62 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: DMSO; H2O: soluble20 mg/mL, clear, very deep greenish-yellow; Methanol
• 外观: powder; Yellow Solid
• 熔点: >225°C (dec.)

安全信息

• 保存条件: -20°C Freezer
• RTECS编号: QI7700000
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 2
• 危险公开号: 43
• 安全公开号: 36/37
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H317
• GHS警示性声明: P280
• 个人保护装置: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• 保存温度: -20°C

产品相关信息

• 纯度: ≥90% (HPLC); ≥98.0% (TLC)
• 干燥失重: ≤4% loss on drying
• Empirical Formula (Hill Notation): C21H21ClN2O8 · HCl

详细说明

Sigma Aldrich - D6140

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Biochem/physiol Actions
Demeclocycline hydrochloride is a tetracycline antibiotic derived from a strain of Streptomyces aureofaciens. DMC protects neurons from glutamate induced toxicity by suppressing calpain I and II activities.

Sigma Aldrich - 30910

Application
Demeclocycline is used to study mechanisms of bacterial protein synthesis inhibition at the level of the 30S subunit and aminoacy-tRNA A-site binding.

Toronto Research Chemicals - D230725

An antibiotic related to tetracycline and produced by streptomyces aureofaciens. Because it is excreted more slowly than tetracycline, it maintains effective blood levels for longer periods of time.

参考文献

• Jilka, R., et al.: J. Clin. Invest., 104, 439 (1999)
• Hauge, E; Bone, 28, 556 (1999)
• Dobnig, H., et al.: J. Clin. Endocrinol. Metab., 90, 3970 (1999)