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Key Documents

C4881

Sigma-Aldrich

Chlortetracycline hydrochloride

≥91.0% dry basis (HPLC)

Sinônimo(s):

7-Chlorotetracycline hydrochloride

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About This Item

Fórmula empírica (Notação de Hill):
C22H23ClN2O8 · HCl
Número CAS:
Peso molecular:
515.34
Beilstein:
3858364
Número CE:
Número MDL:
Código UNSPSC:
51102829
ID de substância PubChem:
NACRES:
NA.85

Nível de qualidade

Ensaio

≥91.0% dry basis (HPLC)

forma

powder

pKa (25 °C)

3.3
7.4
9.3

pf

210-215 °C (dec.) (lit.)

solubilidade

1 M NaOH: 50 mg/mL

espectro de atividade do antibiótico

Gram-negative bacteria
Gram-positive bacteria

Modo de ação

protein synthesis | interferes

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

Cl.CN(C)[C@H]1[C@@H]2CC3C(=C(O)[C@]2(O)C(=O)C(C(N)=O)=C1O)C(=O)c4c(O)ccc(Cl)c4[C@@]3(C)O

InChI

1S/C22H23ClN2O8.ClH/c1-21(32)7-6-8-15(25(2)3)17(28)13(20(24)31)19(30)22(8,33)18(29)11(7)16(27)12-10(26)5-4-9(23)14(12)21;/h4-5,7-8,15,26,28-29,32-33H,6H2,1-3H3,(H2,24,31);1H/t7?,8-,15-,21-,22-;/m0./s1

chave InChI

CBHYYLPALVVVEY-LYNLVHCPSA-N

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Descrição geral

Chemical structure: tetracycline

Aplicação

Chlortetracycline was used in fluorescence assays to detect the Ca+2 influx required for the completion of acrosome reaction in human spermatozoa.

Ações bioquímicas/fisiológicas

Chlortetracycline is an antibiotic produced by some strains of Streptomyces aureofaciens. It inhibits protein synthesis (elongation) by preventing binding of aminoacyl-tRNA to the 30S subunit. It is effective against Gram-positive and to a lesser degree Gram-negative bacteria than tetracycline.
Mode of Resistance: Loss of cell wall permeability.

Outras notas

If stored frozen, chlortetracycline hydrochloride is expected to remain stable at least four years.

Pictogramas

Health hazardExclamation mark

Palavra indicadora

Warning

Classificações de perigo

Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 2

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves


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A H Amin et al.
Human reproduction (Oxford, England), 11(4), 741-745 (1996-04-01)
This study was designed to compare three different fluorescent probes to assay the acrosome reaction in human spermatozoa: chlortetracycline (CTC), mannosylated bovine serum albumin (BSA) labelled with fluorescein (MAF), and quinacrine (QN). Normal human sperm ejaculates were washed and allowed
Y H Choi et al.
Biology of reproduction, 59(6), 1328-1333 (1998-11-26)
Cyclodextrin, which stimulates cholesterol efflux from cells, was examined for its ability to induce capacitation of mouse spermatozoa. A chemically defined, protein-free medium was used for in vitro fertilization of cumulus-free mouse eggs. Fertilization did not occur in modified Krebs-Ringer
Kenneth N Agwuh et al.
The Journal of antimicrobial chemotherapy, 58(2), 256-265 (2006-07-04)
The pharmacokinetics of tetracyclines and glycylcyclines are described in three groups. Group 1, the oldest group, represented by tetracycline, oxytetracycline, chlortetracycline, demeclocycline, lymecycline, methacycline and rolitetracycline is characterized by poor absorption after food. Group 2, represented by doxycycline and minocycline
Claudia Cerella et al.
Annals of the New York Academy of Sciences, 1099, 490-493 (2007-04-21)
Many studies suggest that endoplasmic reticulum (ER) Ca2+ pool rather than cytosolic Ca2+ may play a crucial role in triggering apoptosis. In this study, we performed an image analysis of cells loaded with the fluorescent dye chlortetracycline (CTC) to in
A E Oliver et al.
Biophysical journal, 78(4), 2116-2126 (2000-03-29)
The effect of temperature on the binding equilibria of calcium-sensing dyes has been extensively studied, but there are also important temperature-related changes in the photophysics of the dyes that have been largely ignored. We conducted a systematic study of thermal

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