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Streptomycin

HCID 176517432
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Grundinformationen

CAS
57-92-1
Standard-SMILES
CN[C@@H]1[C@H](O[C@H]2[C@H](O[C@H]3[C@H](O)[C@@H](O)[C@H](NC(=N)N)[C@@H](O)[C@@H]3N=C(N)N)O[C@@H](C)[C@]2(O)C=O)O[C@@H](CO)[C@H](O)[C@H]1O
Summenformel
C21H39N7O12
Durchschnittliche Molmasse
581,57 g/mol

Namen und Bezeichner

Bevorzugter Name
Streptomycin
Lokaler Name
Streptomycin
Englischer Name
Streptomycin
Summenformel
C21H39N7O12
Molmasse
581.57

Namen und Synonyme

AgreptAgrimycinNSC 14083StrepomycinSTREPTOMYCINSTREPTOMYCIN ANeodiestreptopabStreptomycin (Oral)Streptomycin (Inj.)Streptomycin USP/EP/BP

Datenbank-Bezeichner

CAS
57-92-1
PubChem CID
176517432

Eigenschaften

Physikochemische Eigenschaften

Schmelzpunkt
194 °C · 194 °C
Siedepunkt
639.94 °C · 639.94°C (rough estimate)
Dichte
1.4142 · 1.4142 (rough estimate)
Brechungsindex
1.68 · 1.6800 (estimate)
storage temp.
2 · 2-8°C
pka
7.84 · pKa 7.84(H2O t = 25 I = 0.1) (Uncertain);11.54(H2O t = 25 I = 0.1) (Uncertain);>12(H2O t = 25 I = 0.1) (Uncertain)
Aggregatzustand
Solid
Farbe
White to off-white
InChIKey
UCSJYZPVAKXKNQ-JBZVJHMANA-N
EPA chemische Informationen
Streptomycin (57-92-1)

Sicherheit und Regulatorisches

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Sicherheitsdaten

wgk
-
Giftige Stoffe Daten
57-92-1(Hazardous Substances Data)

Chemie und Industrie

Anwendungen · 3 Einträge

BeschreibungThe antibiotic streptomycin is an important and effective chemical for the management of bacterial diseases of fruit trees (especially apple), woody ornamentals, and vegetables. Streptomycin was initially discovered in 1944 and was one of the first antibiotics to be utilized in clinical medicine to control human diseases, and is still important as a feed amendment for growth promotion in agricultural animals. The widespread and diverse usage of streptomycin has contributed to the currently observed global streptomycin resistance (SmR) problem. This problem is especially critical in plant disease management, as there are few alternatives to streptomycin available and, as a consequence of increased usage, SmR has been increasingly observed among bacterial plant pathogens.

HistoryStreptomycin is discovered in 1944 of streptomycin drew immediate interest because it was the least toxic of the broad-spectrum antibiotics known at that time. Indeed, streptomycin was used to treat many gram-negative microbial infections, but because of the ease with which organisms developed resistance to it during treatment, many of these applications were abandoned when the tetracyclines, discussed later, became available. Streptomycin was the first parenterally administered antibiotic active against many microorganisms, but during the last several years, its use has been limited essentially to three situations: (1) the initial treatment of serious tuberculous infections, when the principal drugs of choice (isoniazid, rifampin) cannot be used because of their adverse effects on a particular patient; (2) treatment of enterococcal and other infections, in which synergism between a penicillin and an aminoglycoside is desired; and (3) treatment of certain uncommon infections (plague and tularemia).

VerwendenControl of bacterial shot-hole, bacterial rots, bacterial canker, bacterial wilts, fire blight, and other diseases caused by gram-positive species of bacteria in pome fruit, stone fruit, citrus fruit, olives, vegetables, potatoes, tobacco, cotton, and ornamentals. Chlorosis may occur on grapes, pears, peaches, and some ornamentals. Formulation types WP; Liquid. Incompatible with pyrethrins and alkaline materials. A mixture of streptomycin and oxytetracycline is highly effective for the control of bacterial canker of peach, citrus canker, soft rot of vegetables, and various other bacterial diseases. Selected tradenames “Agrimycin 17” (sesquisulfate); “AS-50” (sesquisulfate).

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DefinitionChEBI: A amino cyclitol glycoside that consists of streptidine having a disaccharyl moiety attached at the 4-position. The parent of the streptomycin class