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Merck

T4062

テトラサイクリン 塩酸塩

meets USP testing specifications

別名:

Tetracycline HCL

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この商品について

実験式(ヒル表記法):
C22H24N2O8 · HCl
CAS番号:
分子量:
480.90
UNSPSC Code:
51284043
NACRES:
NA.76
PubChem Substance ID:
EC Number:
200-593-8
Beilstein/REAXYS Number:
3844873
MDL number:
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製品名

テトラサイクリン 塩酸塩, meets USP testing specifications

InChI key

XMEVHPAGJVLHIG-FMZCEJRJSA-N

InChI

1S/C22H24N2O8.ClH/c1-21(31)8-5-4-6-11(25)12(8)16(26)13-9(21)7-10-15(24(2)3)17(27)14(20(23)30)19(29)22(10,32)18(13)28;/h4-6,9-10,15,25,27-28,31-32H,7H2,1-3H3,(H2,23,30);1H/t9-,10-,15-,21+,22-;/m0./s1

SMILES string

Cl.CN(C)[C@H]1[C@@H]2C[C@H]3C(=C(O)[C@]2(O)C(=O)C(C(N)=O)=C1O)C(=O)c4c(O)cccc4[C@@]3(C)O

agency

USP/NF
meets USP testing specifications

assay

≥900 (Units in µg/mg)

form

crystalline powder

optical activity

[α]/D -255 to 240° (Specific rotation )

storage condition

(Keep container tightly closed in a dry and well-ventilated place. Light sensitive.)

impurities

≤4.0%

color

yellow

mp

220-223 °C (lit.)

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

application(s)

pharmaceutical (small molecule)

mode of action

protein synthesis | interferes

storage temp.

−20°C

Quality Level

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関連するカテゴリー

Biochem/physiol Actions

作用機序:テトラサイクリンは受動的に細胞膜中のタンパク質チャネルを通して拡散し、30Sリボソームに結合し、mRNA-リボソーム複合体上の受容体部位へのアミノアシルtRNAのアクセスを妨げることにより、タンパク質合成を阻害します。またテトラサイクリンは、細菌の50Sリボソームサブユニットに結合し、膜を変化させ、菌体からの細胞内成分の漏出も引き起こします。阻害効果が洗浄により回復可能であることから、テトラサイクリンは可逆的に結合する抗生物質であり、非可逆的に結合する薬剤ではないこと、これが抗菌作用の原因であることが示唆されます。

耐性の機序:細胞壁の浸透性が消失することで効果は不活性化されます。

抗菌性スペクトル:グラム陽性およびグラム陰性細菌に対し広範囲な抗菌活性があります。

Application

Tetracycline is a broad spectrum polyketide antibiotic with clinical uses in treating bacterial infections such as Rocky Mountain spotted fever, typush fever, tick fevers, Q fever, and Brill-Zinsser disease and to treat upper respiratory infections and acne. It has been used in studies of multidrug resistance and potential side effects including acute pancreatitis. It is recommended for use in cell culture applications at 10 mg/L.

Disclaimer

This product should be frozen below 0°C and protected from light and moisture. In these conditions, the product has been shown to retain activity for 4 years. Stock solutions should be stored at -20°C and are stable at 37°C for 4 days.

General description

Chemical structure: tetracycline

Other Notes

Keep container tightly closed in a dry and well-ventilated place. Light sensitive.

Preparation Note

The product is freely soluble in water, soluble in methanol and ethanol but is insoluble in ether and hydrocarbons. In water, the product yields a clear, yellow-orange solution with heating and in 95% ethanol, 50 mg dissolved in 4 mL with heating yields a clear, yellow-green solution. Tetracycline is rapidly destroyed by alkali hydroxide solutions and standing water solutions become turbid due to hydrolysis and precipitation. The potency of tetracycline is reduced in solutions with pH below 2.

signalword

Warning

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

保管分類

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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