SPECTINOMYCIN DIHYDROCHLORIDE

SPECTINOMYCIN DIHYDROCHLORIDE Basic information
Product Name:SPECTINOMYCIN DIHYDROCHLORIDE
Synonyms:8-beta,9-alpha,9a-alpha,10a-beta))-t;8-bis(methylamino)-,dihydrochloride,(2r-(2-alpha,4a-beta,5a-beta,6-beta,7-be;(2R,4aR,5aR,6S,7S,8R,9S,9aR,10aS)-decahydro-4a,7,9-trihydroxy-2-Methyl-6,8-bis(MethylaMino)-4H-pyrano[2,3-b][1,4]benzodioxin-4-one Hydrochloride;SpectinoMycinHydrochloride for Injection;4H-Pyrano[2,3-b][1,4]benzodioxin-4-one,decahydro-4a,7,9-trihydroxy-2-Methyl-6,8-bis(MethylaMino)-, hydrochloride(1:2), (2R,4aR,5aR,6S,7S,8R,9S,9aR,10aS)-;(2R,4aR,5aR,6S,7S,8R,9S,9aR,10aS)-decahydro-4a,7,9-trihydroxy-2-methyl-6,8-bis(methylamino)-4H-pyrano[2,3-b][1,4]benzodioxin-4-one, hydrochloride (1:2);U-18409AE;SPECTINOMYCIN DIHYDROCHLORIDE
CAS:21736-83-4
MF:C14H25ClN2O7
MW:368.81
EINECS:244-554-3
Product Categories:Inhibitors;Aliphatics;Amines;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Active Pharmaceutical Ingredients
Mol File:21736-83-4.mol
SPECTINOMYCIN DIHYDROCHLORIDE Structure
SPECTINOMYCIN DIHYDROCHLORIDE Chemical Properties
Melting point 194°C
storage temp. Inert atmosphere,2-8°C
solubility H2O: 50 mg/mL, clear, faintly yellow
form powder
color White to Off-White
Safety Information
WGK Germany 2
RTECS WG7400000
10
Toxicitymonkey,LD50,oral,500mg/kg (500mg/kg),Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 7, Pg. 100, 1965.
MSDS Information
SPECTINOMYCIN DIHYDROCHLORIDE Usage And Synthesis
Chemical PropertiesSPECTINOMYCIN DIHYDROCHLORIDE is White Powder
UsesSPECTINOMYCIN DIHYDROCHLORIDE is an antibiotic used in the treatment and control of infectious bacterial enteritis in animals. Used in drug testing against nonreplicating mycobacterium tuberculosis.
UsesAntibacterial;Ribosomal protein
DefinitionSPECTINOMYCIN DIHYDROCHLORIDE is a hydrochloride obtained by combining spectinomycin with two molar equivalents of hydrochloric acid. An antibiotic that is active against gram-negative bacteria and used (as its pentahydrate) to treat gonorrhea.
Clinical UseThe aminocyclitol antibiotic spectinomycin hydrochloride(Trobicin), isolated from Streptomyces spectabilis andonce called actinospectocin, was first described by Lewisand Clapp. Its structure and absolute stereochemistryhave been confirmed by x-ray crystallography. It occursas the white, crystalline dihydrochloride pentahydrate,which is stable in the dry form and very soluble in water.Solutions of spectinomycin, a hemiacetal, slowly hydrolyzeon standing and should be prepared freshly andused within 24 hours. It is administered by deep intramuscularinjection.
Spectinomycin is a broad-spectrum antibiotic withmoderate activity against many Gram-positive and Gramnegativebacteria. It differs from streptomycin and thestreptamine-containing aminoglycosides in chemical and antibacterialproperties. Like streptomycin, spectinomycininterferes with the binding of transfer RNA (tRNA) to the ribosomesand thus with the initiation of protein synthesis.Unlike streptomycin or the streptamine-containing antibiotics,however, it does not cause misreading of the messenger.Spectinomycin exerts a bacteriostatic action and isinferior to other aminoglycosides for most systemic infections.Currently, it is recommended as an alternative to penicillinG salts for the treatment of uncomplicated gonorrhea.A cure rate of more than 90% has been observed in clinicalstudies for this indication. Many physicians prefer to use atetracycline or erythromycin for prevention or treatment ofsuspected gonorrhea in penicillin-sensitive patients because,unlike these agents, spectinomycin is ineffective againstsyphilis. Furthermore, it is considerably more expensive thanerythromycin and most of the tetracyclines.
Safety ProfileModerately toxic by intraperitoneal route. When heated to decomposition it emits toxic fumes of NOx and HCl.
Purification MethodsThe salt is purified by recrystallisation from aqueous Me2CO and is soluble in H2O, MeOH and dilute acid and base, but only slightly soluble in Me2CO, EtOH, CHCl3 and *C6H6. The free base is an amorphous solid, m 184-194o with []D -20o (H2O). [Wiley et al. J Am Chem Soc 93 2652 1963, X-ray: Cochran et al. J Chem Soc Chem Commun 494 1972.] It is an aminoglycoside antibiotic which interacts with 16S ribosomal RNA [Moazet & Noller Nature 327 389 1987] and is used for the treatment of gonorrhea [Rinehart J Infect Dis 119 345 1969].
Phenylhydrazine hydrochloride Levofloxacin HCL Capsule Norfloxacin Ciprofloxacin hydrochloride Ceftriaxone sodium Amoxicillin Ribostamycin sulfate Metronidazole Ascomycin Doxycycline hyclate Tetracycline Neomycin sulphate soluble powder Doxycycline Spectinomycin, Dihydrochloride, Pentahydrate Streptomyces sp Spectinomycin dihydrochloride pentahydrate SPECTINOMYCIN DIHYDROCHLORIDE,SPECTINOMYCIN DIHYDROCHLORIDE HYDRATE,SPECTINOMYCIN DIHYDROCHLORIDE N-HYDRATE SPECTINOMYCIN DIHYDROCHLORIDE Spectinomycin

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