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Details

Stereochemistry ABSOLUTE
Molecular Formula C22H23ClN2O8.ClH
Molecular Weight 515.341
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CHLORTETRACYCLINE HYDROCHLORIDE

SMILES

Cl.[H][C@@]12C[C@@]3([H])C(C(=O)C4=C(C(Cl)=CC=C4O)[C@@]3(C)O)=C(O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@H]2N(C)C

InChI

InChIKey=CBHYYLPALVVVEY-MRFRVZCGSA-N
InChI=1S/C22H23ClN2O8.ClH/c1-21(32)7-6-8-15(25(2)3)17(28)13(20(24)31)19(30)22(8,33)18(29)11(7)16(27)12-10(26)5-4-9(23)14(12)21;/h4-5,7-8,15,26,28-29,32-33H,6H2,1-3H3,(H2,24,31);1H/t7-,8-,15-,21-,22-;/m0./s1

HIDE SMILES / InChI

Molecular Formula C22H23ClN2O8
Molecular Weight 478.88
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/17638695 | https://www.ncbi.nlm.nih.gov/pubmed/6404649

Chlortetracycline (trade name Aureomycin, Lederle) is a tetracycline antibiotic, the first tetracycline to be identified. It was discovered in 1945 by Benjamin Minge Duggar working at Lederle Laboratories under the supervision of Yellapragada Subbarow. Duggar identified the antibiotic as the product of an actinomycete he cultured from a soil sample collected from Sanborn Field at the University of Missouri. The organism was named Streptomyces aureofaciens and the isolated drug, Aureomycin, because of their golden color. Chlortetracycline inhibits cell growth by inhibiting translation. It binds to the 16S part of the 30S ribosomal subunit and prevents the amino-acyl tRNA from binding to the A site of the ribosome. In veterinary medicine, chlortetracycline is commonly used to treat conjunctivitis in cats.

Approval Year

Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
1560.8 ng/mL
10 mg/kg single, oral
dose: 10 mg/kg
route of administration: Oral
experiment type: SINGLE
co-administered:
CHLORTETRACYCLINE plasma
Gallus gallus domesticus
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
13415.51 ng × h/mL
10 mg/kg single, oral
dose: 10 mg/kg
route of administration: Oral
experiment type: SINGLE
co-administered:
CHLORTETRACYCLINE plasma
Gallus gallus domesticus
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
30.59 h
10 mg/kg single, oral
dose: 10 mg/kg
route of administration: Oral
experiment type: SINGLE
co-administered:
CHLORTETRACYCLINE plasma
Gallus gallus domesticus
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
Funbound

Funbound

ValueDoseCo-administeredAnalytePopulation
50%
10 mg/kg single, oral
dose: 10 mg/kg
route of administration: Oral
experiment type: SINGLE
co-administered:
CHLORTETRACYCLINE plasma
Gallus gallus domesticus
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Efficacy of chlortetracycline treatment on vulvar non-neoplastic epithelial disorders.
2015
Patents

Sample Use Guides

In Vivo Use Guide
Cattle: 0.1-10 mg per lb body wt per day; Swine: 10 mg per lb body wt per day; Turkeys: 25 mg per lb body wt per day;
Route of Administration: Oral
Chlortetracycline activity was determined against 37 Mycoplasma putrefaciens isolates. Chlortetracycline was tested at concentrations ranged from 4 to 0.03 mg/ml/ The MIC was defined as the lowest concentration in which there was no bacterial growth, as evidenced by a lack of pH color change at the time the drug-free growth control showed a color change. This change of color was evident after 24 h of incubation.
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:06:51 UTC 2023
Edited
by admin
on Fri Dec 15 15:06:51 UTC 2023
Record UNII
O1GX33ON8R
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CHLORTETRACYCLINE HYDROCHLORIDE
EP   GREEN BOOK   JAN   MART.   MI   ORANGE BOOK   USP   USP-RS   VANDF   WHO-DD   WHO-IP  
Common Name English
CHLORTETRACYCLINE HYDROCHLORIDE [USP-RS]
Common Name English
CHLORTETRACYCLINE HYDROCHLORIDE [USP IMPURITY]
Common Name English
CHLORTETRACYCLINE HYDROCHLORIDE [EP MONOGRAPH]
Common Name English
AUREOMYCIN
Brand Name English
AUREOMYCIN MONOHYDROCHLORIDE
Common Name English
CHLORTETRACYCLINE HYDROCHLORIDE [MART.]
Common Name English
CHLORTETRACYCLINE HCL
Common Name English
NSC-13252
Code English
CHLORTETRACYCLINE HYDROCHLORIDE [MI]
Common Name English
CHLORTETRACYCLINE HYDROCHLORIDE [VANDF]
Common Name English
ISPHAMYCIN
Common Name English
7-Chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamide monohydrochloride
Common Name English
CHLORTETRACYCLINI HYDROCHLORIDUM [WHO-IP LATIN]
Common Name English
FERMYCIN SOLUBLE
Common Name English
Chlortetracycline hydrochloride [WHO-DD]
Common Name English
2-NAPHTHACENECARBOXAMIDE, 7-CHLORO-4-(DIMETHYLAMINO)-1,4,4A,5,5A,6,11,12A-OCTAHYDRO-3,6,10,12,12A-PENTAHYDROXY-6-METHYL-1,11-DIOXO-, MONOHYDROCHLORIDE (4S-(4.ALPHA.,4A.ALPHA.,5A.ALPHA.,6.BETA.,12A.ALPHA.))-
Common Name English
CHLORTETRACYCLINE HYDROCHLORIDE [JAN]
Common Name English
CHLORTETRACYCLINE HYDROCHLORIDE [USP MONOGRAPH]
Common Name English
CHLORTETRACYCLINE HYDROCHLORIDE [WHO-IP]
Common Name English
CHLORTETRACYCLINE HYDROCHLORIDE [GREEN BOOK]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C1595
Created by admin on Fri Dec 15 15:06:51 UTC 2023 , Edited by admin on Fri Dec 15 15:06:51 UTC 2023
CFR 21 CFR 333.110
Created by admin on Fri Dec 15 15:06:51 UTC 2023 , Edited by admin on Fri Dec 15 15:06:51 UTC 2023
Code System Code Type Description
EVMPD
SUB01258MIG
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PRIMARY
EPA CompTox
DTXSID2045076
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PRIMARY
DAILYMED
O1GX33ON8R
Created by admin on Fri Dec 15 15:06:51 UTC 2023 , Edited by admin on Fri Dec 15 15:06:51 UTC 2023
PRIMARY
RXCUI
42545
Created by admin on Fri Dec 15 15:06:51 UTC 2023 , Edited by admin on Fri Dec 15 15:06:51 UTC 2023
PRIMARY RxNorm
MERCK INDEX
m3468
Created by admin on Fri Dec 15 15:06:51 UTC 2023 , Edited by admin on Fri Dec 15 15:06:51 UTC 2023
PRIMARY Merck Index
WIKIPEDIA
Chlortetracycline hydrochloride
Created by admin on Fri Dec 15 15:06:51 UTC 2023 , Edited by admin on Fri Dec 15 15:06:51 UTC 2023
PRIMARY
ECHA (EC/EINECS)
222-936-0
Created by admin on Fri Dec 15 15:06:51 UTC 2023 , Edited by admin on Fri Dec 15 15:06:51 UTC 2023
NON-SPECIFIC STOICHIOMETRY
WHO INTERNATIONAL PHARMACOPEIA
CHLORTETRACYCLINE HYDROCHLORIDE
Created by admin on Fri Dec 15 15:06:51 UTC 2023 , Edited by admin on Fri Dec 15 15:06:51 UTC 2023
PRIMARY Description: Yellow crystals or a yellow, crystalline powder; odourless.Solubility: Soluble in about 100 parts of water and in about 250 parts of ethanol (~750 g/l) TS; practically insoluble in acetone Rand ether R.Category: Antiinfective drug.Storage: Chlortetracycline hydrochloride should be kept in a tightly closed container, protected from light.
ECHA (EC/EINECS)
200-591-7
Created by admin on Fri Dec 15 15:06:51 UTC 2023 , Edited by admin on Fri Dec 15 15:06:51 UTC 2023
PRIMARY
FDA UNII
O1GX33ON8R
Created by admin on Fri Dec 15 15:06:51 UTC 2023 , Edited by admin on Fri Dec 15 15:06:51 UTC 2023
PRIMARY
RS_ITEM_NUM
1129007
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PRIMARY
NCI_THESAURUS
C47448
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PRIMARY
NSC
13252
Created by admin on Fri Dec 15 15:06:51 UTC 2023 , Edited by admin on Fri Dec 15 15:06:51 UTC 2023
PRIMARY
CAS
3671-08-7
Created by admin on Fri Dec 15 15:06:51 UTC 2023 , Edited by admin on Fri Dec 15 15:06:51 UTC 2023
NON-SPECIFIC STOICHIOMETRY
ChEMBL
CHEMBL404520
Created by admin on Fri Dec 15 15:06:51 UTC 2023 , Edited by admin on Fri Dec 15 15:06:51 UTC 2023
PRIMARY
CAS
64-72-2
Created by admin on Fri Dec 15 15:06:51 UTC 2023 , Edited by admin on Fri Dec 15 15:06:51 UTC 2023
PRIMARY
DRUG BANK
DBSALT001148
Created by admin on Fri Dec 15 15:06:51 UTC 2023 , Edited by admin on Fri Dec 15 15:06:51 UTC 2023
PRIMARY
Related Record Type Details
BASIS OF STRENGTH->SUBSTANCE
sum of the contents of chlortetracycline hydrochloride and tetracycline hydrochloride : 94.5 per cent to 102.0 per cent (anhydrous substance)
ASSAY (HPLC)
EP
PARENT -> SALT/SOLVATE
Related Record Type Details
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
IMPURITY -> PARENT
For the calculation of contents, multiply the peak areas by 0.3
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
IMPURITY -> PARENT
For the calculation of contents, multiply the peak areas by 0.4
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
IMPURITY -> PARENT
For the calculation of contents, multiply the peak areas by 1.4
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Related Record Type Details
ACTIVE MOIETY