capreomycin
Trade name: capastat
Approved
Jun 2, 1971
Capreomycin is an antibiotic, which is used in combination other antituberculosis drugs fro the treatment of pulmonary infections caused by capreomycin-susceptible strains of M. tuberculosis when the primary agents (isoniazid, rifampin, ethambutol, aminosalicylic acid, and streptomycin) have been ineffective or cannot be used because of toxicity or the presence of resistant tubercle bacilli. Little is known about capreomycin's exact mechanism of action, but it is thought to inhibit protein synthesis by binding to the 70S ribosomal unit. Capreomycin also binds to components in the bacterial cell which result in the production of abnormal proteins. — NCATS
Clinical trial activity
3 trials · 5 clinical orgs · 6 marketing orgs
Earliest trial started Nov 2, 1999 (NCT00000796)
Timeline
1970s
- Jun 2, 1971
Earliest FDA Approval
- Jun 2, 1971
Akorn, Inc. — NDA Secondary Org
- Jun 2, 1971
Epic Pharma Llc — Marketing Organization
2010s
- Nov 27, 2017
Mylan — Marketing Organization
- Nov 27, 2017
PHARMOBEDIENT — Marketing Organization
- Oct 18, 2018
Zhejiang Hisun Pharmaceutical Co. Ltd. — Marketing Organization
Indications
Studied for
Mechanism of action
- 70S ribosomeINHIBITOR
70S ribosome inhibitor
Binding site 23S and 16S RNA (interface)
- 50S ribosomal protein L13 (rplM) ↗
- 30S ribosomal protein S17 (rpsQ) ↗
- 30S ribosomal protein S18 1 (rpsR1) ↗
- 30S ribosomal protein S18 2 (rpsR2) ↗
- 30S ribosomal protein S19 (rpsS) ↗
- 30S ribosomal protein S1 (rpsA) ↗
- 30S ribosomal protein S10 (rpsJ) ↗
- 30S ribosomal protein S11 (rpsK) ↗
- 30S ribosomal protein S12 (rpsL) ↗
- 30S ribosomal protein S13 (rpsM) ↗
- 30S ribosomal protein S14 (rpsN) ↗
- 30S ribosomal protein S14 type Z (rpsZ) ↗
- 30S ribosomal protein S15 (rpsO) ↗
- 30S ribosomal protein S16 (rpsP) ↗
- 30S ribosomal protein S2 (rpsB) ↗
- 30S ribosomal protein S20 (rpsT) ↗
- 30S ribosomal protein S3 (rpsC) ↗
- 30S ribosomal protein S4 (rpsD) ↗
- 30S ribosomal protein S5 (rpsE) ↗
- 30S ribosomal protein S6 (rpsF) ↗
- 30S ribosomal protein S7 (rpsG) ↗
- 30S ribosomal protein S8 (rpsH) ↗
- 30S ribosomal protein S9 (rpsI) ↗
- 50S ribosomal protein L1 (rplA) ↗
- 50S ribosomal protein L10 (rplJ) ↗
- 50S ribosomal protein L11 (rplK) ↗
- 50S ribosomal protein L14 (rplN) ↗
- 50S ribosomal protein L15 (rplO) ↗
- 50S ribosomal protein L16 (rplP) ↗
- 50S ribosomal protein L17 (rplQ) ↗
- 50S ribosomal protein L18 (rplR) ↗
- 50S ribosomal protein L19 (rplS) ↗
- 50S ribosomal protein L2 (rplB) ↗
- 50S ribosomal protein L20 (rplT) ↗
- 50S ribosomal protein L21 (rplU) ↗
- 50S ribosomal protein L22 (rplV) ↗
- 50S ribosomal protein L23 (rplW) ↗
- 50S ribosomal protein L24 (rplX) ↗
- 50S ribosomal protein L25 (rplY) ↗
- 50S ribosomal protein L27 (rpmA) ↗
- 50S ribosomal protein L28-1 (rpmB1) ↗
- 50S ribosomal protein L28-2 (rpmB2) ↗
- 50S ribosomal protein L29 (rpmC) ↗
- 50S ribosomal protein L3 (rplC) ↗
- 50S ribosomal protein L30 (rpmD) ↗
- 50S ribosomal protein L31 (rpmE) ↗
- 50S ribosomal protein L32 (rpmF) ↗
- 50S ribosomal protein L33 1 (rpmG1) ↗
- 50S ribosomal protein L33 2 (rpmG2) ↗
- 50S ribosomal protein L34 (rpmH) ↗
- 50S ribosomal protein L35 (rpmI) ↗
- 50S ribosomal protein L36 (rpmJ) ↗
- 50S ribosomal protein L4 (rplD) ↗
- 50S ribosomal protein L5 (rplE) ↗
- 50S ribosomal protein L6 (rplF) ↗
- 50S ribosomal protein L7/L12 (rplL) ↗
- 50S ribosomal protein L9 (rplI) ↗
Approval history
- approvedJun 2, 1971
Chemistry & pharmacology
SMILES
C[C@@H]1NC(=O)[C@@H](N)CNC(=O)[C@H](C2CCNC(=N)N2)NC(=O)/C(=C/NC(N)=O)NC(=O)[C@H](CNC(=O)CC(N)CCCN)NC1=O.N=C1NCCC([C@@H]2NC(=O)/C(=C/NC(N)=O)NC(=O)[C@H](CNC(=O)CC(N)CCCN)NC(=O)[C@H](CO)NC(=O)[C@@H](N)CNC2=O)N1- Mol. weight
- 1321.44 g/mol
- Chirality
- Single Stereoisomer
- Inorganic
- No
- Polymer
- No
- Delivery
- Parenteral
- Availability
- Discontinued
Oral
No
Parenteral
Yes
Topical
No
Sources
- ChEMBLCHEMBL2221250 ↗
- WikipediaCapreomycin ↗
- NCATS232HYX66HC ↗
- ChEMBLCHEMBL2218913 ↗
Also known as
- 34977
- capastat
- capastat
- capastat
- capastat
- capastat sulfate
- capostatin
- capreomicin
- capreomycin
- capreomycin
- capreomycin
- capreomycin
- capreomycin
- capreomycin
- capreomycin
- capreomycin
- capreomycin
- capreomycine
- capreomycine
- capreomycine
- capreomycine sulfate
- capreomycin sulfate
- capreomycin sulfate
- capreomycin sulfate
- capreomycin sulfate
- capreomycin sulfate
- capromycin
Clinical trials
| NCT ID | Phase | Start date | Sponsor(s) |
|---|---|---|---|
| NCT02236078 | N/A | Nov 1, 2015 | Centers for Disease Control and Prevention (CDC), Kenya Medical Research Institute |
| NCT00042289 | Phase 4 | Mar 1, 2003 | Boston University, National Institute of Allergy and Infectious Diseases (NIAID), National Institutes of Health (NIH) |
| NCT00000796 | N/A | Nov 2, 1999 | National Institute of Allergy and Infectious Diseases (NIAID) |
Organizations
Research & Development (5)
| Organization | Org type | Trials | As lead sponsor | Phases | Earliest year |
|---|---|---|---|---|---|
| National Institute of Allergy and Infectious Diseases (NIAID) | Government | 2 | 2 | 2 | 1999 |
| Boston University | Academic/Hospital | 1 | 0 | 1 | 2003 |
| Centers for Disease Control and Prevention (CDC) | Government | 1 | 1 | 1 | 2015 |
| Kenya Medical Research Institute | Academic/Hospital | 1 | 0 | 1 | 2015 |
| National Institutes of Health (NIH) | Government | 1 | 0 | 1 | 2003 |
Marketing (6)
| Organization | Org type | Relationship | Date |
|---|---|---|---|
| Akorn, Inc. | For profit | NDA2 | Jun 2, 1971 |
| Eli Lilly | For profit | NDA | — |
| Epic Pharma Llc | For profit | MKTG | Jun 2, 1971 |
| Mylan | For profit | MKTG | Nov 27, 2017 |
| PHARMOBEDIENT | For profit | MKTG | Nov 27, 2017 |
| Zhejiang Hisun Pharmaceutical Co. Ltd. | For profit | MKTG | Oct 18, 2018 |