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Wikipedia

Capreomycin

Capreomycin is an antibiotic which is given in combination with other antibiotics for the treatment of tuberculosis.[1] Specifically it is a second line treatment used for active drug resistant tuberculosis.[1] It is given by injection into a vein or muscle.[1]

Capreomycin
Clinical data
Trade namesCapastat
AHFS/Drugs.comMonograph
MedlinePlusa682860
Pregnancy
category
  • C
Routes of
administration
intramuscular
ATC code
Identifiers
  • (3S)-3,6-diamino-N-[[(2S,5S,8E,11S,15S)-15-amino-11-[(4R)-2-amino-3,4,5,6-tetrahydropyrimidin-4-yl]-8-[(carbamoylamino)methylidene]-2-(hydroxymethyl)-3,6,9,12,16-pentaoxo-1,4,7,10,13-pentazacyclohexadec-5-yl]methyl]hexanamide; (3S)-3,6-diamino-N-[[(2S,5S,8E,11S,15S)-15-amino-11-[(4R)-2-amino-3,4,5,6-tetrahydropyrimidin-4-yl]-8-[(carbamoylamino)methylidene]-2-methyl-3,6,9,12,16-pentaoxo-1,4,7,10,13-pentazacyclohexadec-5-yl]methyl]hexanamide
CAS Number
  • 11003-38-6 Y
PubChem CID
  • 3000502
DrugBank
  • DB00314 Y
ChemSpider
  • 2272094 N
UNII
  • 232HYX66HC
KEGG
  • D07607 N
ChEMBL
  • ChEMBL2221250 N
NIAID ChemDB
  • 007653
CompTox Dashboard (EPA)
  • DTXSID8040989
Chemical and physical data
FormulaC25H44N14O8
Molar mass668.717 g·mol−1
3D model (JSmol)
  • Interactive image
  • C[C@H]1C(=O)N[C@H](C(=O)N/C(=C/NC(=O)N)/C(=O)N[C@H](C(=O)NC[C@@H](C(=O)N1)N)[C@H]2CCN=C(N2)N)CNC(=O)C[C@H](CCCN)N.C1CN=C(N[C@H]1[C@H]2C(=O)NC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N/C(=C/NC(=O)N)/C(=O)N2)CNC(=O)C[C@H](CCCN)N)CO)N)N
  • InChI=1S/C25H44N14O8.C25H44N14O7/c26-4-1-2-11(27)6-17(41)32-8-14-20(43)35-15(9-34-25(30)47)21(44)39-18(13-3-5-31-24(29)38-13)23(46)33-7-12(28)19(42)37-16(10-40)22(45)36-14;1-11-19(41)36-15(9-32-17(40)7-12(27)3-2-5-26)21(43)37-16(10-34-25(30)46)22(44)39-18(14-4-6-31-24(29)38-14)23(45)33-8-13(28)20(42)35-11/h9,11-14,16,18,40H,1-8,10,26-28H2,(H,32,41)(H,33,46)(H,35,43)(H,36,45)(H,37,42)(H,39,44)(H3,29,31,38)(H3,30,34,47);10-15,18H,2-9,26-28H2,1H3,(H,32,40)(H,33,45)(H,35,42)(H,36,41)(H,37,43)(H,39,44)(H3,29,31,38)(H3,30,34,46)/b15-9+;16-10+/t11-,12-,13+,14-,16-,18-;11-,12-,13-,14+,15-,18-/m00/s1 N
  • Key:VCOPTHOUUNAYKQ-WBTCAYNUSA-N N
 NY (what is this?)  (verify)

Common side effects include kidney problems, hearing problems, poor balance, and pain at the site of injection.[1] Other side effects include paralysis resulting in the inability to breathe.[1] It is not recommended with streptomycin or other medications that may damage the auditory vestibular nerve.[1] It is not recommended during pregnancy as it may cause kidney or hearing problems in the baby.[1] Capreomycin is commonly grouped with the aminoglycoside family of medications.[2] How it works is unclear.[1]

Capreomycin was discovered from Streptomyces capreolus in 1960.[3] It was removed from the World Health Organization's List of Essential Medicines in 2019.[4]

Spectrum of susceptibility edit

Capreomycin is most commonly used to treat Mycobacterium tuberculosis infections. Mycobacterium tuberculosis growth has been found to be inhibited at a concentration of 2.5 μg/mL.[5]

Side effects edit

High incidence: hematuria, urine output or urinary frequency significantly increased or decreased, loss of appetite or extreme thirst (hypokalemia, renal toxicity).

Less incidence: hearing loss, tinnitus, gait instability, dizziness, dyspnea, lethargy, extreme weakness (neuromuscular blockade, renal toxicity, hypokalemia), nausea or vomiting.

Significant renal toxicity: blood creatinine increase, blood urea nitrogen increase, poor creatinine clearance, proteinuria (need routine blood monitoring of renal functions and urine analysis) during usage of this medication.

Damaging to the 8th cranial nerve . There can be vestibular dysfunction, such as some minor hearing loss after using the medication for 2 to 4 months.

A certain block effect of neuromuscular.

Can cause allergic reactions: rash, drug fever, facial flushing or pale, asthma, palpitations, sense of suppression in the chest, abdominal pain, anaphylactic shock.

Interactions edit

Combined with an aminoglycoside, it can increase the possibility of ototoxicity, nephrotoxicity and neuromuscular blockage, result in some hearing loss or can continue to deafness. It could be a temporary symptom, but often be permanent. Neuromuscular blockade can lead to skeletal muscle weakness and respiratory depression or paralysis (apnea). Using anti-cholinesterase or calcium salts may release this block.

Combined with amphotericin B, vancomycin, bacitracin, paromomycin, cyclosporine, kanamycin, cisplatin, bumetanide, etoricoxib, furosemide: Would Increase the possibility of ototoxicity and nephrotoxicity.

Combined with antihistamines, buclizine, cyclizine, meclizine, phenothiazines, thioketones, trimethamine, and capreomycin: can ameliorate the symptoms of tinnitus, dizziness or vertigo and other ototoxic symptoms.

Combined with anti-neuromuscular block drugs: can antagonize the effect of the anti-neuromuscular block drugs on the skeletal muscle (so need to adjust the dose of the drugs for anti-muscle weakness.

Combined with ethyl sulfide isoniazid: may increase the side effects.

Combined with methoxyflurane or polymyxin injection: may increase renal toxicity or neuromuscular blockade effect.

Combined with opioid: The effect of central respiratory inhibition may increase, lead to prolonged respiratory inhibition or respiratory paralysis (apnea).

History edit

Capreomycin, an antiphlogistic antibiotic which was produced in the United States in 1960, and be applied in clinic in 1968. In 1979, capreomycin was used in the area of antituberculosis by inhibiting the growth of mycobacterium tuberculosis.[citation needed]

References edit

  1. ^ a b c d e f g h "Capreomycin Sulfate". The American Society of Health-System Pharmacists. from the original on 20 December 2016. Retrieved 8 December 2016.
  2. ^ Navneet, Kumar (2015). Textbook of Neurology. PHI Learning Pvt. Ltd. p. 192. ISBN 9788120342439. from the original on 2016-12-20.
  3. ^ Tomlinson, Catherine. "TB Online – Capreomycin". from the original on 13 January 2015. Retrieved 14 September 2014.
  4. ^ World Health Organization (2019). Executive summary: the selection and use of essential medicines 2019: report of the 22nd WHO Expert Committee on the selection and use of essential medicines. Geneva: World Health Organization. hdl:10665/325773. WHO/MVP/EMP/IAU/2019.05. License: CC BY-NC-SA 3.0 IGO.
  5. ^ https://www.toku-e.com/Assets/MIC/Capreomycin%20sulfate.pdf [bare URL PDF]

External links edit

  • "Capreomycin". Drug Information Portal. U.S. National Library of Medicine.

capreomycin, antibiotic, which, given, combination, with, other, antibiotics, treatment, tuberculosis, specifically, second, line, treatment, used, active, drug, resistant, tuberculosis, given, injection, into, vein, muscle, clinical, datatrade, namescapastata. Capreomycin is an antibiotic which is given in combination with other antibiotics for the treatment of tuberculosis 1 Specifically it is a second line treatment used for active drug resistant tuberculosis 1 It is given by injection into a vein or muscle 1 CapreomycinClinical dataTrade namesCapastatAHFS Drugs comMonographMedlinePlusa682860PregnancycategoryCRoutes ofadministrationintramuscularATC codeJ04AB30 WHO IdentifiersIUPAC name 3S 3 6 diamino N 2S 5S 8E 11S 15S 15 amino 11 4R 2 amino 3 4 5 6 tetrahydropyrimidin 4 yl 8 carbamoylamino methylidene 2 hydroxymethyl 3 6 9 12 16 pentaoxo 1 4 7 10 13 pentazacyclohexadec 5 yl methyl hexanamide 3S 3 6 diamino N 2S 5S 8E 11S 15S 15 amino 11 4R 2 amino 3 4 5 6 tetrahydropyrimidin 4 yl 8 carbamoylamino methylidene 2 methyl 3 6 9 12 16 pentaoxo 1 4 7 10 13 pentazacyclohexadec 5 yl methyl hexanamideCAS Number11003 38 6 YPubChem CID3000502DrugBankDB00314 YChemSpider2272094 NUNII232HYX66HCKEGGD07607 NChEMBLChEMBL2221250 NNIAID ChemDB007653CompTox Dashboard EPA DTXSID8040989Chemical and physical dataFormulaC 25H 44N 14O 8Molar mass668 717 g mol 13D model JSmol Interactive imageSMILES C C H 1C O N C H C O N C C NC O N C O N C H C O NC C H C O N1 N C H 2CCN C N2 N CNC O C C H CCCN N C1CN C N C H 1 C H 2C O NC C H C O N C H C O N C H C O N C C NC O N C O N2 CNC O C C H CCCN N CO N NInChI InChI 1S C25H44N14O8 C25H44N14O7 c26 4 1 2 11 27 6 17 41 32 8 14 20 43 35 15 9 34 25 30 47 21 44 39 18 13 3 5 31 24 29 38 13 23 46 33 7 12 28 19 42 37 16 10 40 22 45 36 14 1 11 19 41 36 15 9 32 17 40 7 12 27 3 2 5 26 21 43 37 16 10 34 25 30 46 22 44 39 18 14 4 6 31 24 29 38 14 23 45 33 8 13 28 20 42 35 11 h9 11 14 16 18 40H 1 8 10 26 28H2 H 32 41 H 33 46 H 35 43 H 36 45 H 37 42 H 39 44 H3 29 31 38 H3 30 34 47 10 15 18H 2 9 26 28H2 1H3 H 32 40 H 33 45 H 35 42 H 36 41 H 37 43 H 39 44 H3 29 31 38 H3 30 34 46 b15 9 16 10 t11 12 13 14 16 18 11 12 13 14 15 18 m00 s1 NKey VCOPTHOUUNAYKQ WBTCAYNUSA N N N Y what is this verify Common side effects include kidney problems hearing problems poor balance and pain at the site of injection 1 Other side effects include paralysis resulting in the inability to breathe 1 It is not recommended with streptomycin or other medications that may damage the auditory vestibular nerve 1 It is not recommended during pregnancy as it may cause kidney or hearing problems in the baby 1 Capreomycin is commonly grouped with the aminoglycoside family of medications 2 How it works is unclear 1 Capreomycin was discovered from Streptomyces capreolus in 1960 3 It was removed from the World Health Organization s List of Essential Medicines in 2019 4 Contents 1 Spectrum of susceptibility 2 Side effects 3 Interactions 4 History 5 References 6 External linksSpectrum of susceptibility editCapreomycin is most commonly used to treat Mycobacterium tuberculosis infections Mycobacterium tuberculosis growth has been found to be inhibited at a concentration of 2 5 mg mL 5 Side effects editThis section does not cite any sources Please help improve this section by adding citations to reliable sources Unsourced material may be challenged and removed September 2019 Learn how and when to remove this message High incidence hematuria urine output or urinary frequency significantly increased or decreased loss of appetite or extreme thirst hypokalemia renal toxicity Less incidence hearing loss tinnitus gait instability dizziness dyspnea lethargy extreme weakness neuromuscular blockade renal toxicity hypokalemia nausea or vomiting Significant renal toxicity blood creatinine increase blood urea nitrogen increase poor creatinine clearance proteinuria need routine blood monitoring of renal functions and urine analysis during usage of this medication Damaging to the 8th cranial nerve There can be vestibular dysfunction such as some minor hearing loss after using the medication for 2 to 4 months A certain block effect of neuromuscular Can cause allergic reactions rash drug fever facial flushing or pale asthma palpitations sense of suppression in the chest abdominal pain anaphylactic shock Interactions editThis section does not cite any sources Please help improve this section by adding citations to reliable sources Unsourced material may be challenged and removed September 2019 Learn how and when to remove this message Combined with an aminoglycoside it can increase the possibility of ototoxicity nephrotoxicity and neuromuscular blockage result in some hearing loss or can continue to deafness It could be a temporary symptom but often be permanent Neuromuscular blockade can lead to skeletal muscle weakness and respiratory depression or paralysis apnea Using anti cholinesterase or calcium salts may release this block Combined with amphotericin B vancomycin bacitracin paromomycin cyclosporine kanamycin cisplatin bumetanide etoricoxib furosemide Would Increase the possibility of ototoxicity and nephrotoxicity Combined with antihistamines buclizine cyclizine meclizine phenothiazines thioketones trimethamine and capreomycin can ameliorate the symptoms of tinnitus dizziness or vertigo and other ototoxic symptoms Combined with anti neuromuscular block drugs can antagonize the effect of the anti neuromuscular block drugs on the skeletal muscle so need to adjust the dose of the drugs for anti muscle weakness Combined with ethyl sulfide isoniazid may increase the side effects Combined with methoxyflurane or polymyxin injection may increase renal toxicity or neuromuscular blockade effect Combined with opioid The effect of central respiratory inhibition may increase lead to prolonged respiratory inhibition or respiratory paralysis apnea History editCapreomycin an antiphlogistic antibiotic which was produced in the United States in 1960 and be applied in clinic in 1968 In 1979 capreomycin was used in the area of antituberculosis by inhibiting the growth of mycobacterium tuberculosis citation needed References edit a b c d e f g h Capreomycin Sulfate The American Society of Health System Pharmacists Archived from the original on 20 December 2016 Retrieved 8 December 2016 Navneet Kumar 2015 Textbook of Neurology PHI Learning Pvt Ltd p 192 ISBN 9788120342439 Archived from the original on 2016 12 20 Tomlinson Catherine TB Online Capreomycin Archived from the original on 13 January 2015 Retrieved 14 September 2014 World Health Organization 2019 Executive summary the selection and use of essential medicines 2019 report of the 22nd WHO Expert Committee on the selection and use of essential medicines Geneva World Health Organization hdl 10665 325773 WHO MVP EMP IAU 2019 05 License CC BY NC SA 3 0 IGO https www toku e com Assets MIC Capreomycin 20sulfate pdf bare URL PDF External links edit Capreomycin Drug Information Portal U S National Library of Medicine Portal nbsp Medicine Retrieved from https en wikipedia org w index php title Capreomycin amp oldid 1172511665, wikipedia, wiki, book, books, library,

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