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ROLITETRACYCLINE

ROLITETRACYCLINE Structure
CAS No.
751-97-3
Chemical Name:
ROLITETRACYCLINE
Synonyms
prm-tc;reverin;sq15,659;bristacin;syntetrex;syntetrin;Syntodecin;Tetraverin;superciclin;synotodecin
CBNumber:
CB7666669
Molecular Formula:
C27H33N3O8
Molecular Weight:
527.57
MOL File:
751-97-3.mol
MSDS File:
SDS
Modify Date:
2023/6/8 9:02:53

ROLITETRACYCLINE Properties

Melting point 163.5°C
Boiling point 608.16°C (rough estimate)
Density 1.2902 (rough estimate)
refractive index 1.7120 (estimate)
storage temp. -20°C Freezer, Under inert atmosphere
solubility DMSO (Slightly), Methanol (Very Slightly)
form Solid
pka pKa 7.4 (Uncertain)
color Very Dark Red to Very Dark Brown
Water Solubility >20g/L(21 ºC)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338
Hazard Codes  Xn
Risk Statements  22-36/37/38
Safety Statements  26-36
WGK Germany  1
RTECS  QI9150000
NFPA 704
0
2 0

ROLITETRACYCLINE Chemical Properties,Uses,Production

Description

Rolitetracycline was synthesized in 1958. Bristol-Myers Laboratories prepared it from tetracycline by introducing a pyrrolidinylmethyl moiety. This antibiotic is very soluble in water and more stable than tetracycline under acidic conditions. Rolitetracycline is used by intravenous injection, and its nitrate is used by both intravenous and intramuscular injections for therapy of the same infections as those treated by tetracycline.

Uses

Rolitetracycline is a tetracycline antibiotic that may be given intravenously or intramuscularly in serious bacterial infections when oral administration is not practicable.

Definition

ChEBI: A derivative of tetracycline in which the amide function is substituted with a pyrrolidinomethyl group.

General Description

Rolitetracycline, N-(pyrrolidinomethyl)tetracycline(Syntetrin), was introduced for use by intramuscular or intravenousinjection. This derivative is made by condensingtetracycline with pyrrolidine and formaldehyde in the presenceof tert-butyl alcohol. It is very soluble in water (1 g dissolvesin about 1 mL) and provides a means of injecting theantibiotic in a small volume of solution. It has been recommendedfor cases when the oral dosage forms are not suitable,but it is no longer widely used.

Pharmaceutical Applications

2-N-pyrrolidinomethyl-tetracycline. A semisynthetic derivative of tetracycline supplied as the nitrate sesquihydrate for parenteral use.
It is not absorbed from the gastrointestinal tract. It is highly soluble and therefore can be administered parenterally. Peak plasma concentrations of 4–6 mg/L occur at 0.5–1 h after 350 mg intravenously. The plasma elimination half-life is 5–8 h. About 50% of the dose is excreted in the urine, producing high concentrations.
Intravenous administration is occasionally accompanied by abnormal taste, shivering and rigors, hot flushes, facial reddening, dizziness and, rarely, circulatory collapse. Symptoms of myasthenia gravis have occasionally been exacerbated.

ROLITETRACYCLINE Preparation Products And Raw materials

Raw materials

Preparation Products

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12,12a-pentahydroxy-6-methyl-1,11-dioxo-n-(1-pyrrolidinylmethyl)-1 bristacin n-(1-pyrrolidinylmethyl)-tetracycline n-(pyrrolidinomethyl)tetracycline pirrolidinometil-tetraciclina prm-tc pyrrolidinomethyl-tetracyclin pyrrolidino-methyl-tetracycline reverin sq15,659 superciclin synotodecin syntetrex syntetrin transcycline velacicline ROLITETRACYCLINE N-(pyrrolidin-1-ylmethyl)tetracycline Rolitetracyclin Rolitetracycline (base and/or unspecified derivatives) Pyrolidinomethyltetracycline Syntodecin Tetraverin Velacycline Abricycline, PyrrolidinylMethyltetracycline, SQ 15659, Transcycline, Velacycline Rolitetracycline (Technical Grade) HMEYVGGHISAPJR-IAHYZSEUSA-N 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-N-(1-pyrrolidinylmethyl)-, (4S,4aS,5aS,6S,12aS)- 751-97-3 C27H33N3O8 Analytical Standards Alphabetic Analytical Chromatography Product Catalog PAVULON