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Details

Stereochemistry ABSOLUTE
Molecular Formula C27H33N3O8.HNO3
Molecular Weight 590.5791
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ROLITETRACYCLINE NITRATE ANHYDROUS

SMILES

O[N+]([O-])=O.[H][C@@]12C[C@@]3([H])C(C(=O)C4=C(O)C=CC=C4[C@@]3(C)O)=C(O)[C@]1(O)C(=O)C(C(=O)NCN5CCCC5)=C(O)[C@H]2N(C)C

InChI

InChIKey=BQYJYUVCGMONDI-HDJCBORZSA-N
InChI=1S/C27H33N3O8.HNO3/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;2-1(3)4/h6-8,14-15,20,31,33-34,37-38H,4-5,9-12H2,1-3H3,(H,28,36);(H,2,3,4)/t14-,15-,20-,26+,27-;/m0./s1

HIDE SMILES / InChI

Molecular Formula C27H33N3O8
Molecular Weight 527.5662
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

Molecular Formula HNO3
Molecular Weight 63.0128
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Rolitetracycline nitrate is an antibiotic formed by N-aminomethylation of the carboxamide group of tetracycline. Rolitetracycline passively diffuses through porin channels in the bacterial membrane and reversibly binds to the 30S ribosomal subunit, preventing binding of tRNA to the mRNA-ribosome complex, and thus interfering with protein synthesis. It is formulated for intravenous or intramuscular injections and is used in cases requiring high concentrations or when oral administration is impractical. In combinations with chloramphenicol and colistin, it is used as the eye drops for the treatment of external eye infections such as catarrhal conjunctivitis, purulent, trachoma, blepharitis, blepharoconjunctivitis, bacterial keratitis, septic corneal ulcers.

Approval Year

PubMed

PubMed

TitleDatePubMed
Simultaneous high-speed liquid chromatographic determination of tetracycline and rolitetracycline in rolitetracycline formulations.
1975 Feb
Patents
Substance Class Chemical
Created
by admin
on Sat Dec 16 00:38:56 GMT 2023
Edited
by admin
on Sat Dec 16 00:38:56 GMT 2023
Record UNII
496ESB4HTE
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ROLITETRACYCLINE NITRATE ANHYDROUS
Common Name English
Rolitetracycline nitrate [WHO-DD]
Common Name English
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-(4.ALPHA.,4A.ALPHA.,5A.ALPHA.,6.BETA.,12A.ALPHA.))-, MONONITRATE (SALT)
Common Name English
Code System Code Type Description
FDA UNII
496ESB4HTE
Created by admin on Sat Dec 16 00:38:57 GMT 2023 , Edited by admin on Sat Dec 16 00:38:57 GMT 2023
PRIMARY
CAS
7681-32-5
Created by admin on Sat Dec 16 00:38:57 GMT 2023 , Edited by admin on Sat Dec 16 00:38:57 GMT 2023
PRIMARY
ECHA (EC/EINECS)
231-664-1
Created by admin on Sat Dec 16 00:38:57 GMT 2023 , Edited by admin on Sat Dec 16 00:38:57 GMT 2023
PRIMARY
PUBCHEM
54698169
Created by admin on Sat Dec 16 00:38:57 GMT 2023 , Edited by admin on Sat Dec 16 00:38:57 GMT 2023
PRIMARY
Related Record Type Details
SOLVATE->ANHYDROUS
PARENT -> SALT/SOLVATE