128-46-1

Basic information

• Product Name: Dihydrostreptomycin
• Synonyms: DIHYDROSTREPTOMYCIN;dihydrostreptomycine sulphate;DihydrostreptomycineSulphateSterileUsp26;D-Streptamine, O-2-deoxy-2-(methylamino)-.alpha.-L-glucopyranosyl-(1?2)-O-5-deoxy-3-C-(hydroxymethyl)-.alpha.-L-lyxofuranosyl-(1?4)-N,N-bis(aminoiminomethyl)-;abiocine;dhms;dihydro-streptomyci;vibriomycin
• CAS NO: 128-46-1
• Molecular Formula: C₂₁H₄₁N₇O₁₂
• Molecular Weight: 583.59
• EINECS: 204-888-2
• Mol File: 128-46-1.mol
• Article Data: 0

Chemical Properties

• Melting Point: >300 °C
• Boiling Point: 641.09°C (rough estimate)
• Flash Point: 531.1 °C
• Appearance: /
• Density: 1.3963 (rough estimate)
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.6800 (estimate)
• PKA: pKa 7.8 (Uncertain)
• CAS DataBase Reference: Dihydrostreptomycin(CAS DataBase Reference)
• NIST Chemistry Reference: Dihydrostreptomycin(128-46-1)
• EPA Substance Registry System: Dihydrostreptomycin(128-46-1)

Safety Data

• Hazardous Substances Data: 128-46-1(Hazardous Substances Data)

Usage

Originator

Dihydrostrepto,MSD ,US,1948

Uses

Antibacterial.

Manufacturing Process

Dihydrostreptomycin sulfate may be prepared from streptomycin sulfate by catalytic hydrogenation (Merck, Pfizer, Cyanamid), electrolytic reduction (Schenley, Olin Mathieson), or by sodium borohydride reduction (Bristol), or by isolation from a fermentation process (Takeda).

Brand name

Abocillin;Biostrep;Complexobiotico;Diapenin 3;Diapenin balsamico;Diarrestival;Didromycin;Didrothenate;Dihydrocidan sulfato;Dihydrostreptofar;Diidro-pantostrept;Distreptopab;Dreiciclina balsamica;Dst;Entera-strept;Estreptoluy;Estreptosirup;Helle-strep-forte;Hp 48;Mastigun;Mixtencillin;Retromyopen;Rocopenstrep;Sanstrepto;Solmycin;Solvo-strept;Streptoduocin;Veticar;Veycil-as.

Therapeutic Function

Antibiotic

World Health Organization (WHO)

Dihydrostreptomycin, a derivative of the aminoglycoside antibiotic streptomycin with similar antibacterial activity, was first synthesized in 1947 and subsequently used in the treatment of tuberculosis and gram-negative infections. Preparations for systemic use have been widely withdrawn as a result of concern regarding their severe ototoxicity. Dihydrostreptomycin is poorly absorbed from the gastrointestinal tract. It remains available in oral preparations in some countries.

Safety Profile

Poison by intravenous and intramuscular routes. Moderately toxic by subcutaneous and intraperitoneal routes. Human teratogenic effects by unspecified route: developmental abnormahties of the eye and ear. An experimental teratogen. Other experimental reproductive effects. Mutation data reported. A derivative of streptomycin; has anesthetic properties. When heated to decomposition it emits toxic fumes of NOx

InChI:InChI=1/C21H41N7O12/c1-5-21(36,4-30)16(40-17-9(26-2)13(34)10(31)6(3-29)38-17)18(37-5)39-15-8(28-20(24)25)11(32)7(27-19(22)23)12(33)14(15)35/h5-18,26,29-36H,3-4H2,1-2H3,(H4,22,23,27)(H4,24,25,28)/t5-,6-,7-,8+,9-,10-,11-,12+,13-,14-,15-,16-,17-,18-,21+/m0/s1

Upstream product

• 7732-18-5 water 
• 57-92-1 streptomicin 

Downstream Products

• 50-00-0 formaldehyd 
• 6160-27-6 1,1'-[(1S,3R,4S,6R)-2,4,5,6-tetrahydrocyclohexane-1,3-diyl]diguanidinium sulfate 
• 26785-04-6 3-hydroxymethyl-O²-(2-methylamino-2-deoxy-α-L-glucopyranosyl)-5-deoxy-L-lyxose 

Related news

Development and optimisation of a new derivatisation procedure for gas chromatographic-mass spectrometric analysis of Dihydrostreptomycin (cas 128-46-1) - Comparison of multivariate and step-by-step optimisation procedures09/30/2019

A sensitive capillary GC-MS method for the analysis of dihydrostreptomycin has been developed. This method involves a new derivatisation procedure for dihydrostreptomycin with silylation of the hydroxyl groups with trimethylsilylimidazole and cyclisation of the guanidino groups with hexafluoroac...detailed

Monoclonal-based enzyme-linked immunosorbent assay and immunochromatographic rapid assay for Dihydrostreptomycin (cas 128-46-1) in milk09/28/2019

Monoclonal antibody (MAb) against streptomycin was prepared by using a streptomycin-keyhole limpet hemocyanin conjugate for the immunization of mice. Splenocytes from BALB/c immunized mice were fused with P3X63Ag8U.1 myeloma cells. This resulted in one hybridoma cell line. Using this MAb, we dev...detailed

Hydrophilic interaction vs ion pair liquid chromatography for the determination of streptomycin and Dihydrostreptomycin (cas 128-46-1) residues in milk based on mass spectrometric detection10/01/2019

Streptomycin (STR) and dihydrostreptomycin (DHSTR) are two of the most common aminoglycoside antibiotics used in veterinary medicine. The physicochemical properties of both substances, make their determination challenging. In the present study the development of methods based on ion-pair chromat...detailed

Large-scale synthesis of Dihydrostreptomycin (cas 128-46-1) via hydrogenation of streptomycin in a membrane dispersion microreactor09/27/2019

In this work, a membrane dispersion microreactor was applied for the hydrogenation of streptomycin (STR) to produce dihydrostreptomycin (DHS). The reductant was dispersed into the continuous phase containing STR, leading to a significant increase in the mass-transfer specific surface area, and t...detailed

Development of a novel method based on liquid chromatography–evaporative light scattering detection for the direct determination of streptomycin and Dihydrostreptomycin (cas 128-46-1) in raw materials, pharmaceutical formulations, culture media and plasma09/26/2019

A novel method for the non-derivatization liquid chromatographic determination of streptomycin (STR) and dihydrostreptomycin (DHSTR) was developed and validated based on evaporative light scattering detection (ELSD). Utilizing a ThermoHypersil BetaBasic C 18 analytical column, evaporatio...detailed