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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
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
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
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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