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751-97-3

Basic Information
CAS No.: 751-97-3
Name: ROLITETRACYCLINE
Molecular Structure:
Molecular Structure of 751-97-3 (ROLITETRACYCLINE)
Formula: C27H33 N3 O8
Molecular Weight: 527.574
Synonyms: 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)-(6CI,8CI); 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-(4a,4aa,5aa,6b,12aa)]-;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)-2-naphthacenecarboxamide;Abricycline; Bristacin; N-(1-Pyrrolidinylmethyl)tetracycline;N-(Pyrrolidinomethyl)tetracycline; Pyrrolidinylmethyltetracycline; Reverin;Rolitetracycline; SQ 15659; Superciclin; Synotodecin; Syntetrin; Tetraverin;Transcycline; Velacycline
Density: 1.542g/cm3
Melting Point: 163.5°C
Boiling Point: 824.37°C at 760 mmHg
Flash Point: 452.363°C
Solubility: >20g/L(21 oC)
Hazard Symbols: Xn
Risk Codes: 22-36/37/38
Safety: Poison by intravenous route. Experimental teratogenic effects. Other experimental reproductive effects. When heated to decomposition it emits toxic fumes of NOx.
PSA: 170.87000
LogP: 0.79860
Synthetic route
123-75-1

pyrrolidine

50-00-0

formaldehyd

tetracycline

tetracycline

751-97-3

rolitetracycline

Conditions
ConditionsYield
(Edukt 1: (4aS)-4c-Dimethylamino-3,6t,10,12,12a-pentahydroxy-6c-methyl-1,11-dioxo-(4ar,5ac,12ac)-1,4,4a,5,5a,6,11,12a-octahydro-naphthacen-2-carbonsaeure-amid);
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Chemistry

Product Name: Rolitetracycline (CAS NO.751-97-3)


Molecular Formula: C27H33N3O8
Molecular Weight: 527.57g/mol
Mol File: 751-97-3.mol
Einecs: 212-031-9
Boiling point: 735.9 °C at 760 mmHg
Flash Point: 398.9 °C
Density: 1.54 g/cm3
Surface Tension: 89.2 dyne/cm
Enthalpy of Vaporization: 112.7 kJ/mol
Vapour Pressure: 9.72E-23 mmHg at 25°C
XLogP3-AA: 0
H-Bond Donor: 6
H-Bond Acceptor: 11
Structure Descriptors of Rolitetracycline (CAS NO.751-97-3):
  IUPAC Name: (2Z,4S,4aS,6S,12aS)-4-(dimethylamino)-6,10,11,12a-tetrahydroxy-2-[hydroxy-(pyrrolidin-1-ylmethylamino)methylidene]-6-methyl-4,4a,5,5a-tetrahydrotetracene-1,3,12-trione
  Canonical SMILES: CC1(C2CC3C(C(=O)C(=C(NCN4CCCC4)O)C(=O)C3(C(=O)C2=C(C5=C1C=CC=C5O)O)O)N(C)C)O
  Isomeric SMILES: C[C@@]1(C2C[C@H]3[C@@H](C(=O)/C(=C(\NCN4CCCC4)/O)/C(=O)[C@]3(C(=O)C2=C(C5=C1C=CC=C5O)O)O)N(C)C)O
  InChI: InChI=1S/C27H33N3O8/c1-26(37)13-7-6-8-16(31)17(13)21(32)18-14(26)11-15-20(29(2)3)22(33)19(24(35)27(15,38)23(18)34)25(36)28-12-30-9-4-5-10-30/h6-8,14-15,20,28,31-32,36-38H,4-5,9-12H2,1-3H3/b25-19-/t14?,15-,20-,26+,27-/m0/s1 
  InChIKey: YHDPWEWZPGTMMU-DLPVWNROSA-N

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous 93mg/kg (93mg/kg)   Drugs in Japan Vol. 6, Pg. 914, 1982.
mouse LD50 intraperitoneal 225mg/kg (225mg/kg)   United States Patent Document. Vol. #3846486,
mouse LD50 intravenous 75mg/kg (75mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 9, Pg. 63, 1959.
mouse LD50 oral 1320mg/kg (1320mg/kg)   Journal of Pharmacy and Pharmacology. Vol. 16, Pg. 33, 1964.
rabbit LD50 intravenous 47mg/kg (47mg/kg)   Drugs in Japan Vol. 6, Pg. 914, 1982.

Safety Profile

Poison by intravenous route. Experimental teratogenic effects. Other experimental reproductive effects. When heated to decomposition it emits toxic fumes of NOx.
Safety Information of Rolitetracycline (CAS NO.751-97-3):
Hazard Codes: XnHarmful
Risk Statements: 22-36/37/38 
22:  Harmful if swallowed
36:  Irritating to the eyes 
37:  Irritating to the respiratory system 
38:  Irritating to the skin 
Safety Statements: 26-36
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
36:  Wear suitable protective clothing

Specification

 Rolitetracycline ,its CAS NO. is 751-97-3,the synonyms is 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-(4alpha,4aalpha,5aalpha,6beta,12aalpha))- ; 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)-2-naphthacenecarboxamide ; Bristacin ; EINECS 212-031-9 ; N-(1-Pyrrolidinylmethyl)-tetracycline ; N-(Pyrrolidinomethyl)tetracycline ; Pirrolidinometil-tetraciclina ; Prm-TC ; Pyrrolidino-methyl-tetracycline ; Reverin ; Rolitetraciclina ; Rolitetracyclinum ; SQ 15,659 ; Superciclin ; Synotodecin ; Syntetrex ; Syntetrin ; Tetracycline, pyrrolidinomethyl- ; Transcycline ; UNII-GH9IW85221 ; Velacicline ; Velacycline ; n-Pyrrolidino-methyl-tetracycline .