demeclocycline 🐶 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |
| Stem definition | Drug id | CAS RN |
|---|---|---|
| antibiotics, protein-synthesis inhibitors, tetracycline derivatives | 802 | 127-33-3 |
Description:
| Molecule | Description |
|---|---|
|
Synonyms:
|
The tetracyclines are primarily bacteriostatic and are thought to exert their antimicrobial effect by the inhibition of protein synthesis. The tetracyclines, including demeclocycline have a similar antimicrobial spectrum of activity against a wide range of gram-negative and gram-positive organisms.
Legend: OFP - off patent OFM - off market ONP - on patent |
Drug dosage:
| Dose | Unit | Route |
|---|---|---|
| 0.60 | g | O |
ADMET properties:
| Property | Value | Reference |
|---|---|---|
| BDDCS (Biopharmaceutical Drug Disposition Classification System) | 3 | Benet LZ, Broccatelli F, Oprea TI |
| S (Water solubility) | 1.50 mg/mL | Benet LZ, Broccatelli F, Oprea TI |
| EoM (Fraction excreted unchanged in urine) | 47 % | Benet LZ, Broccatelli F, Oprea TI |
| MRTD (Maximum Recommended Therapeutic Daily Dose) | 32.27 µM/kg/day | Contrera JF, Matthews EJ, Kruhlak NL, Benz RD |
| BA (Bioavailability) | 66 % | Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H |
| Vd (Volume of distribution) | 1.30 L/kg | Lombardo F, Berellini G, Obach RS |
| CL (Clearance) | 1.10 mL/min/kg | Lombardo F, Berellini G, Obach RS |
| fu (Fraction unbound in plasma) | 0.59 % | Lombardo F, Berellini G, Obach RS |
| t_half (Half-life) | 12 hours | Lombardo F, Berellini G, Obach RS |
Approvals:
| Date | Agency | Company | Orphan |
|---|---|---|---|
| Jan. 14, 1960 | FDA | LEDERLE |
FDA Adverse Event Reporting System (Female)
None
FDA Adverse Event Reporting System (Male)
None
FDA Adverse Event Reporting System (Geriatric)
| MedDRA adverse event term | Likelihood ratio | Likelihood ratio threshold | Patients taking drug having adverse event | Patients taking drug not having adverse event | Patients not taking drug having adverse event | Patients not taking drug not having adverse event |
|---|---|---|---|---|---|---|
| Paraneoplastic rash | 49.83 | 42.29 | 6 | 460 | 88 | 79743834 |
| Diabetes insipidus | 48.03 | 42.29 | 10 | 456 | 5227 | 79738695 |
| Hyponatraemia | 43.60 | 42.29 | 21 | 445 | 177827 | 79566095 |
FDA Adverse Event Reporting System (Pediatric)
None
Pharmacologic Action:
| Source | Code | Description |
|---|---|---|
| ATC | D06AA01 | DERMATOLOGICALS ANTIBIOTICS AND CHEMOTHERAPEUTICS FOR DERMATOLOGICAL USE ANTIBIOTICS FOR TOPICAL USE Tetracycline and derivatives |
| ATC | J01AA01 | ANTIINFECTIVES FOR SYSTEMIC USE ANTIBACTERIALS FOR SYSTEMIC USE TETRACYCLINES Tetracyclines |
| FDA CS | M0021223 | Tetracyclines |
| FDA EPC | N0000175505 | Tetracycline-class Antimicrobial |
| CHEBI has role | CHEBI:36047 | antibacterial drugs |
| CHEBI has role | CHEBI:176497 | geroprotectors |
| CHEBI has role | CHEBI:194423 | aquaretic agent |
| MeSH PA | D000900 | Anti-Bacterial Agents |
| MeSH PA | D000890 | Anti-Infective Agents |
Drug Use | Suggest Off label Use Form| |View source of the data|
| Disease | Relation | SNOMED_ID | DOID |
|---|---|---|---|
| Trachoma | indication | 2576002 | DOID:11265 |
| Actinomycotic infection | indication | 11817007 | DOID:8478 |
| Gonorrhea | indication | 15628003 | DOID:7551 |
| Haemophilus Influenzae Acute Otitis Media | indication | 19021002 | |
| Infection of skin AND/OR subcutaneous tissue | indication | 19824006 | |
| Gingivostomatitis | indication | 20607006 | |
| Acute gonococcal cervicitis | indication | 20943002 | DOID:10615 |
| Granuloma inguinale | indication | 28867007 | DOID:9113 |
| Acute gonococcal urethritis | indication | 29864006 | |
| Bronchitis | indication | 32398004 | DOID:6132 |
| Sinusitis | indication | 36971009 | |
| Gonorrhea of rectum | indication | 42746002 | |
| Klebsiella cystitis | indication | 60867007 | |
| Acute gonococcal endometritis | indication | 65295003 | DOID:7527 |
| Urinary tract infectious disease | indication | 68566005 | |
| Yaws | indication | 70647001 | DOID:10371 |
| Gonorrhea of pharynx | indication | 74372003 | |
| Rickettsialpox | indication | 75096007 | DOID:11103 |
| Ornithosis | indication | 75116005 | DOID:11262 |
| Acute bacterial sinusitis | indication | 75498004 | |
| Brucellosis | indication | 75702008 | DOID:11077 |
| Syphilis | indication | 76272004 | |
| Rocky Mountain spotted fever | indication | 186772009 | |
| Q fever | indication | 186788009 | DOID:11100 |
| Lymphogranuloma venereum | indication | 186946009 | DOID:13819 |
| Pneumonia | indication | 233604007 | DOID:552 |
| Inclusion conjunctivitis | indication | 266109000 | |
| Chancroid | indication | 266143009 | DOID:13778 |
| Infective otitis media | indication | 312218008 | |
| Pharyngitis | indication | 405737000 | DOID:2275 |
| Infection due to Staphylococcus aureus | indication | 406602003 | |
| Anthrax | indication | 409498004 | DOID:7427 |
| Relapsing fever | indication | 420079008 | DOID:13034 |
| Typhus Infections | indication | ||
| Haemophilus Influenzae Pharyngitis | indication | ||
| Tularemia | off-label use | 19265001 | |
| Enterocolitis | off-label use | 43752006 | |
| Pneumonia due to Mycoplasma pneumoniae | off-label use | 46970008 | |
| Syndrome of inappropriate vasopressin secretion | off-label use | 55004003 | DOID:3401 |
| Plague | off-label use | 58750007 | DOID:3482 |
| Cholangitis | off-label use | 82403002 | DOID:9446 |
| Chlamydial infection | off-label use | 105629000 | |
| Infectious disease of abdomen | off-label use | 128070006 | |
| Ocular rosacea | off-label use | 200933006 | |
| Diabetes insipidus | contraindication | 15771004 | DOID:9409 |
| Kidney disease | contraindication | 90708001 | DOID:557 |
| Pregnancy, function | contraindication | 289908002 | |
| Pseudomembranous enterocolitis | contraindication | 397683000 | |
| Breastfeeding (mother) | contraindication | 413712001 |
🐶 Veterinary Drug Use
None
🐶 Veterinary products
None
Acid dissociation constants calculated using MoKa v3.0.0
| Dissociation level | Dissociation constant | Type (acidic/basic) |
|---|---|---|
| pKa1 | 3.25 | acidic |
| pKa2 | 7.09 | acidic |
| pKa3 | 7.7 | acidic |
| pKa4 | 11.73 | acidic |
| pKa5 | 12.35 | acidic |
| pKa6 | 13.08 | acidic |
| pKa7 | 9.5 | Basic |
Orange Book patent data (new drug applications)
None
Orange Book exclusivity data (new drug applications)
None
Bioactivity Summary:
| Target | Class | Pharos | UniProt | Action | Type | Activity value (-log[M]) | Mechanism action | Bioact source | MoA source |
|---|---|---|---|---|---|---|---|---|---|
| Estrogen receptor beta | Nuclear hormone receptor | IC50 | 7.21 | CHEMBL | |||||
| 30S ribosomal protein S4 | Ribosomal protein | WOMBAT-PK | |||||||
| 30S ribosomal protein S9 | Ribosomal protein | WOMBAT-PK |
External reference:
| ID | Source |
|---|---|
| 4019707 | VUID |
| N0000147799 | NUI |
| D03680 | KEGG_DRUG |
| 64-73-3 | SECONDARY_CAS_RN |
| 3154 | RXNORM |
| 4017921 | VANDF |
| 4019707 | VANDF |
| C0011276 | UMLSCUI |
| CHEBI:4392 | CHEBI |
| CHEMBL1591 | ChEMBL_ID |
| CHEMBL1200474 | ChEMBL_ID |
| D003707 | MESH_DESCRIPTOR_UI |
| DB00618 | DRUGBANK_ID |
| 10905 | IUPHAR_LIGAND_ID |
| 917 | INN_ID |
| 5R5W9ICI6O | UNII |
| 54680690 | PUBCHEM_CID |
| 4543 | MMSL |
| 50744 | MMSL |
| d01068 | MMSL |
| 002745 | NDDF |
| 004862 | NDDF |
| 10324005 | SNOMEDCT_US |
| 372779007 | SNOMEDCT_US |
| 5737008 | SNOMEDCT_US |
Pharmaceutical products:
| Product | Category | Ingredients | NDC | Form | Quantity | Route | Marketing | Label |
|---|---|---|---|---|---|---|---|---|
| Demeclocycline Hydrochloride | HUMAN PRESCRIPTION DRUG LABEL | 1 | 10135-625 | TABLET, FILM COATED | 150 mg | ORAL | ANDA | 25 sections |
| Demeclocycline Hydrochloride | HUMAN PRESCRIPTION DRUG LABEL | 1 | 10135-626 | TABLET, FILM COATED | 300 mg | ORAL | ANDA | 25 sections |
| Demeclocycline Hydrochloride | HUMAN PRESCRIPTION DRUG LABEL | 1 | 24658-710 | TABLET, FILM COATED | 150 mg | ORAL | ANDA | 21 sections |
| Demeclocycline Hydrochloride | HUMAN PRESCRIPTION DRUG LABEL | 1 | 24658-711 | TABLET, FILM COATED | 300 mg | ORAL | ANDA | 21 sections |
| Demeclocycline Hydrochloride | HUMAN PRESCRIPTION DRUG LABEL | 1 | 42806-143 | TABLET, FILM COATED | 150 mg | ORAL | ANDA | 21 sections |
| Demeclocycline Hydrochloride | HUMAN PRESCRIPTION DRUG LABEL | 1 | 42806-144 | TABLET, FILM COATED | 300 mg | ORAL | ANDA | 21 sections |
| Demeclocycline Hydrochloride | HUMAN PRESCRIPTION DRUG LABEL | 1 | 53746-554 | TABLET | 150 mg | ORAL | ANDA | 13 sections |
| Demeclocycline Hydrochloride | HUMAN PRESCRIPTION DRUG LABEL | 1 | 53746-554 | TABLET | 150 mg | ORAL | ANDA | 13 sections |
| Demeclocycline Hydrochloride | HUMAN PRESCRIPTION DRUG LABEL | 1 | 53746-555 | TABLET | 300 mg | ORAL | ANDA | 13 sections |
| Demeclocycline Hydrochloride | HUMAN PRESCRIPTION DRUG LABEL | 1 | 53746-555 | TABLET | 300 mg | ORAL | ANDA | 13 sections |
| Demeclocycline Hydrochloride | HUMAN PRESCRIPTION DRUG LABEL | 1 | 60429-649 | TABLET, FILM COATED | 300 mg | ORAL | ANDA | 21 sections |
| Demeclocycline Hydrochloride | HUMAN PRESCRIPTION DRUG LABEL | 1 | 60429-663 | TABLET, FILM COATED | 150 mg | ORAL | ANDA | 21 sections |
| Demeclocycline Hydrochloride | HUMAN PRESCRIPTION DRUG LABEL | 1 | 60687-691 | TABLET | 150 mg | ORAL | ANDA | 22 sections |
| Demeclocycline Hydrochloride | HUMAN PRESCRIPTION DRUG LABEL | 1 | 60687-691 | TABLET | 150 mg | ORAL | ANDA | 22 sections |
| Demeclocycline Hydrochloride | HUMAN PRESCRIPTION DRUG LABEL | 1 | 60687-705 | TABLET | 300 mg | ORAL | ANDA | 22 sections |
| Demeclocycline Hydrochloride | HUMAN PRESCRIPTION DRUG LABEL | 1 | 60687-705 | TABLET | 300 mg | ORAL | ANDA | 22 sections |
| demeclocycline hydrochloride | HUMAN PRESCRIPTION DRUG LABEL | 1 | 61748-113 | TABLET, FILM COATED | 300 mg | ORAL | ANDA | 27 sections |
| demeclocycline hydrochloride | HUMAN PRESCRIPTION DRUG LABEL | 1 | 61748-115 | TABLET, FILM COATED | 150 mg | ORAL | ANDA | 27 sections |
| Demeclocycline Hydrochloride | HUMAN PRESCRIPTION DRUG LABEL | 1 | 62584-159 | TABLET | 150 mg | ORAL | ANDA | 24 sections |
| Demeclocycline Hydrochloride | HUMAN PRESCRIPTION DRUG LABEL | 1 | 62584-159 | TABLET | 150 mg | ORAL | ANDA | 24 sections |
| Demeclocycline Hydrochloride | HUMAN PRESCRIPTION DRUG LABEL | 1 | 62584-159 | TABLET | 150 mg | ORAL | ANDA | 24 sections |
| Demeclocycline Hydrochloride | HUMAN PRESCRIPTION DRUG LABEL | 1 | 62584-163 | TABLET | 300 mg | ORAL | ANDA | 24 sections |
| Demeclocycline Hydrochloride | HUMAN PRESCRIPTION DRUG LABEL | 1 | 62584-163 | TABLET | 300 mg | ORAL | ANDA | 24 sections |
| Demeclocycline Hydrochloride | HUMAN PRESCRIPTION DRUG LABEL | 1 | 62584-163 | TABLET | 300 mg | ORAL | ANDA | 24 sections |
| Demeclocycline Hydrochloride | HUMAN PRESCRIPTION DRUG LABEL | 1 | 65162-554 | TABLET | 150 mg | ORAL | ANDA | 13 sections |
| Demeclocycline Hydrochloride | HUMAN PRESCRIPTION DRUG LABEL | 1 | 65162-554 | TABLET | 150 mg | ORAL | ANDA | 13 sections |
| Demeclocycline Hydrochloride | HUMAN PRESCRIPTION DRUG LABEL | 1 | 65162-555 | TABLET | 300 mg | ORAL | ANDA | 13 sections |
| Demeclocycline Hydrochloride | HUMAN PRESCRIPTION DRUG LABEL | 1 | 65162-555 | TABLET | 300 mg | ORAL | ANDA | 13 sections |
| Demeclocycline Hydrochloride | HUMAN PRESCRIPTION DRUG LABEL | 1 | 68151-0155 | TABLET | 150 mg | ORAL | ANDA | 12 sections |