From Wikipedia, the free encyclopedia
Mr. Ibrahem/Bleomycin
Bleomycin A2
Clinical data
Trade namesBlenoxane
AHFS/ Drugs.com Monograph
MedlinePlus a682125
License data
Pregnancy
category
Routes of
administration
intravenous, intramuscular, subcutaneous, intrapleural [2]
Drug class Chemotherapy ( glycopeptide antibiotic) [3]
Legal status
Legal status
Pharmacokinetic data
Bioavailability100% and 70% following intramuscular and subcutaneous administrations, respectively, and 45% following both intraperitoneal and intrapleural administrations [2]
Elimination half-lifetwo hours [2]
Excretionrenal (60–70%) [2]
Identifiers
  • (3-{[(2'-{(5S,8S,9S,10R,13S)-15-{6-amino-2- [(1S)-3-amino-1-{[(2S)-2,3-diamino-3-oxopropyl]amino}-3-oxopropyl] -5-methylpyrimidin-4-yl}-13-[{[(2R,3S,4S,5S,6S)-3- {[(2R,3S,4S,5R,6R)-4-(carbamoyloxy)-3,5-dihydroxy-6- (hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy} -4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy} (1H-imidazol-5-yl)methyl]-9-hydroxy-5-[(1R)-1-hydroxyethyl]-8,10-dimethyl-4,7,12,15-tetraoxo-3,6,11,14-tetraazapentadec-1-yl}-2,4'-bi-1,3-thiazol-4-yl)carbonyl]amino}propyl)(dimethyl)sulfonium
Chemical and physical data
FormulaC55H84N17O21S3
Molar mass1415.551 g·mol−1
3D model ( JSmol)
  • CC1=C(N=C(N=C1N)[C@H](CC(=O)N)NC[C@@H](C(=O)N)N)C(=O)N[C@@H](C(C2=CN=CN2)O[C@H]3[C@H]([C@H]([C@@H]([C@@H](O3)CO)O)O)O[C@@H]4[C@H]([C@H]([C@@H]([C@H](O4)CO)O)OC(=O)N)O)C(=O)N[C@H](C)[C@H]([C@H](C)C(=O)N[C@@H]([C@@H](C)O)C(=O)NCCC5=NC(=CS5)C6=NC(=CS6)C(=O)NCCC[S+](C)C)O
  • InChI=1S/C55H83N17O21S3/c1-20-33(69-46(72-44(20)58)25(12-31(57)76)64-13-24(56)45(59)82)50(86)71-35(41(26-14-61-19-65-26)91-54-43(39(80)37(78)29(15-73)90-54)92-53-40(81)42(93-55(60)88)38(79)30(16-74)89-53)51(87)66-22(3)36(77)21(2)47(83)70-34(23(4)75)49(85)63-10-8-32-67-28(18-94-32)52-68-27(17-95-52)48(84)62-9-7-11-96(5)6/h14,17-19,21-25,29-30,34-43,53-54,64,73-75,77-81H,7-13,15-16,56H2,1-6H3,(H13-,57,58,59,60,61,62,63,65,66,69,70,71,72,76,82,83,84,85,86,87,88)/p+1/t21-,22+,23+,24-,25-,29-,30+,34-,35-,36-,37+,38+,39-,40-,41-,42-,43-,53+,54-/m0/s1 ☒N
  • Key:OYVAGSVQBOHSSS-UAPAGMARSA-O ☒N
 ☒NcheckY  (what is this?)   (verify)

Bleomycin is a medication used to treat cancer. [3] This includes Hodgkin's lymphoma, non-Hodgkin's lymphoma, testicular cancer, ovarian cancer, and cervical cancer among others. [3] Typically used with other cancer medications, [3] it can be given intravenously, by injection into a muscle or under the skin. [3] It may also be administered inside the chest to help prevent the recurrence of a fluid around the lung due to cancer; however talc is better for this. [3] [6]

Common side effects include fever, weight loss, vomiting, and rash. [3] A severe type of anaphylaxis may occur. [3] It may also cause inflammation of the lungs that can result in lung scarring. [3] Chest X-rays every couple of weeks are recommended to check for this. [3] Bleomycin may cause harm to the baby if used during pregnancy. [3] It is believed to primarily work by preventing the making of DNA. [3]

Bleomycin was discovered in 1962. [7] [8] It is on the World Health Organization's List of Essential Medicines. [9] It is available as a generic medication. [3] The wholesale cost in the developing world is between US$14 and US$78 a dose. [10] It is made by the bacterium Streptomyces verticillus. [3]

References

  1. ^ a b "Bleomycin Use During Pregnancy". Drugs.com. 9 August 2019. Archived from the original on 16 February 2020. Retrieved 16 February 2020.
  2. ^ a b c d e "Bleomycin- bleomycin sulfate injection, powder, lyophilized, for solution". DailyMed. 31 December 2019. Archived from the original on 23 September 2020. Retrieved 16 February 2020.
  3. ^ a b c d e f g h i j k l m n o p "Bleomycin Sulfate". The American Society of Health-System Pharmacists. Archived from the original on 2015-09-08. Retrieved Aug 1, 2015.
  4. ^ "Bleo-Kyowa Powder for solution for injection - Summary of Product Characteristics (SmPC)". (emc). 31 August 2018. Archived from the original on 16 February 2020. Retrieved 16 February 2020.
  5. ^ "Bleomycin". WHOCC. Archived from the original on 28 November 2020. Retrieved 22 September 2020.
  6. ^ Clive, Amelia O.; Jones, Hayley E.; Bhatnagar, Rahul; Preston, Nancy J.; Maskell, Nick (2016-05-08). "Interventions for the management of malignant pleural effusions: a network meta-analysis". The Cochrane Database of Systematic Reviews (5): CD010529. doi: 10.1002/14651858.CD010529.pub2. ISSN  1469-493X. PMC  6450218. PMID  27155783. Archived from the original on 28 August 2021. Retrieved 22 September 2020.
  7. ^ Sneader, Walter (2005). Drug discovery : a history (Rev. and updated ed.). Chichester: Wiley. p. 312. ISBN  9780471899792. Archived from the original on 2016-03-05.
  8. ^ Phillips, Glyn O. (2018). Innovation and Technology Transfer in Japan and Europe: Industry-Academic Interactions. Routledge. p. PT155. ISBN  9780429774546. Archived from the original on 27 April 2021. Retrieved 30 September 2019.
  9. ^ World Health Organization (2019). World Health Organization model list of essential medicines: 21st list 2019. Geneva: World Health Organization. hdl: 10665/325771. WHO/MVP/EMP/IAU/2019.06. License: CC BY-NC-SA 3.0 IGO.
  10. ^ "Bleomycin". International Drug Price Indicator Guide. Archived from the original on 22 January 2018. Retrieved 26 August 2015.
From Wikipedia, the free encyclopedia
Mr. Ibrahem/Bleomycin
Bleomycin A2
Clinical data
Trade namesBlenoxane
AHFS/ Drugs.com Monograph
MedlinePlus a682125
License data
Pregnancy
category
Routes of
administration
intravenous, intramuscular, subcutaneous, intrapleural [2]
Drug class Chemotherapy ( glycopeptide antibiotic) [3]
Legal status
Legal status
Pharmacokinetic data
Bioavailability100% and 70% following intramuscular and subcutaneous administrations, respectively, and 45% following both intraperitoneal and intrapleural administrations [2]
Elimination half-lifetwo hours [2]
Excretionrenal (60–70%) [2]
Identifiers
  • (3-{[(2'-{(5S,8S,9S,10R,13S)-15-{6-amino-2- [(1S)-3-amino-1-{[(2S)-2,3-diamino-3-oxopropyl]amino}-3-oxopropyl] -5-methylpyrimidin-4-yl}-13-[{[(2R,3S,4S,5S,6S)-3- {[(2R,3S,4S,5R,6R)-4-(carbamoyloxy)-3,5-dihydroxy-6- (hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy} -4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy} (1H-imidazol-5-yl)methyl]-9-hydroxy-5-[(1R)-1-hydroxyethyl]-8,10-dimethyl-4,7,12,15-tetraoxo-3,6,11,14-tetraazapentadec-1-yl}-2,4'-bi-1,3-thiazol-4-yl)carbonyl]amino}propyl)(dimethyl)sulfonium
Chemical and physical data
FormulaC55H84N17O21S3
Molar mass1415.551 g·mol−1
3D model ( JSmol)
  • CC1=C(N=C(N=C1N)[C@H](CC(=O)N)NC[C@@H](C(=O)N)N)C(=O)N[C@@H](C(C2=CN=CN2)O[C@H]3[C@H]([C@H]([C@@H]([C@@H](O3)CO)O)O)O[C@@H]4[C@H]([C@H]([C@@H]([C@H](O4)CO)O)OC(=O)N)O)C(=O)N[C@H](C)[C@H]([C@H](C)C(=O)N[C@@H]([C@@H](C)O)C(=O)NCCC5=NC(=CS5)C6=NC(=CS6)C(=O)NCCC[S+](C)C)O
  • InChI=1S/C55H83N17O21S3/c1-20-33(69-46(72-44(20)58)25(12-31(57)76)64-13-24(56)45(59)82)50(86)71-35(41(26-14-61-19-65-26)91-54-43(39(80)37(78)29(15-73)90-54)92-53-40(81)42(93-55(60)88)38(79)30(16-74)89-53)51(87)66-22(3)36(77)21(2)47(83)70-34(23(4)75)49(85)63-10-8-32-67-28(18-94-32)52-68-27(17-95-52)48(84)62-9-7-11-96(5)6/h14,17-19,21-25,29-30,34-43,53-54,64,73-75,77-81H,7-13,15-16,56H2,1-6H3,(H13-,57,58,59,60,61,62,63,65,66,69,70,71,72,76,82,83,84,85,86,87,88)/p+1/t21-,22+,23+,24-,25-,29-,30+,34-,35-,36-,37+,38+,39-,40-,41-,42-,43-,53+,54-/m0/s1 ☒N
  • Key:OYVAGSVQBOHSSS-UAPAGMARSA-O ☒N
 ☒NcheckY  (what is this?)   (verify)

Bleomycin is a medication used to treat cancer. [3] This includes Hodgkin's lymphoma, non-Hodgkin's lymphoma, testicular cancer, ovarian cancer, and cervical cancer among others. [3] Typically used with other cancer medications, [3] it can be given intravenously, by injection into a muscle or under the skin. [3] It may also be administered inside the chest to help prevent the recurrence of a fluid around the lung due to cancer; however talc is better for this. [3] [6]

Common side effects include fever, weight loss, vomiting, and rash. [3] A severe type of anaphylaxis may occur. [3] It may also cause inflammation of the lungs that can result in lung scarring. [3] Chest X-rays every couple of weeks are recommended to check for this. [3] Bleomycin may cause harm to the baby if used during pregnancy. [3] It is believed to primarily work by preventing the making of DNA. [3]

Bleomycin was discovered in 1962. [7] [8] It is on the World Health Organization's List of Essential Medicines. [9] It is available as a generic medication. [3] The wholesale cost in the developing world is between US$14 and US$78 a dose. [10] It is made by the bacterium Streptomyces verticillus. [3]

References

  1. ^ a b "Bleomycin Use During Pregnancy". Drugs.com. 9 August 2019. Archived from the original on 16 February 2020. Retrieved 16 February 2020.
  2. ^ a b c d e "Bleomycin- bleomycin sulfate injection, powder, lyophilized, for solution". DailyMed. 31 December 2019. Archived from the original on 23 September 2020. Retrieved 16 February 2020.
  3. ^ a b c d e f g h i j k l m n o p "Bleomycin Sulfate". The American Society of Health-System Pharmacists. Archived from the original on 2015-09-08. Retrieved Aug 1, 2015.
  4. ^ "Bleo-Kyowa Powder for solution for injection - Summary of Product Characteristics (SmPC)". (emc). 31 August 2018. Archived from the original on 16 February 2020. Retrieved 16 February 2020.
  5. ^ "Bleomycin". WHOCC. Archived from the original on 28 November 2020. Retrieved 22 September 2020.
  6. ^ Clive, Amelia O.; Jones, Hayley E.; Bhatnagar, Rahul; Preston, Nancy J.; Maskell, Nick (2016-05-08). "Interventions for the management of malignant pleural effusions: a network meta-analysis". The Cochrane Database of Systematic Reviews (5): CD010529. doi: 10.1002/14651858.CD010529.pub2. ISSN  1469-493X. PMC  6450218. PMID  27155783. Archived from the original on 28 August 2021. Retrieved 22 September 2020.
  7. ^ Sneader, Walter (2005). Drug discovery : a history (Rev. and updated ed.). Chichester: Wiley. p. 312. ISBN  9780471899792. Archived from the original on 2016-03-05.
  8. ^ Phillips, Glyn O. (2018). Innovation and Technology Transfer in Japan and Europe: Industry-Academic Interactions. Routledge. p. PT155. ISBN  9780429774546. Archived from the original on 27 April 2021. Retrieved 30 September 2019.
  9. ^ World Health Organization (2019). World Health Organization model list of essential medicines: 21st list 2019. Geneva: World Health Organization. hdl: 10665/325771. WHO/MVP/EMP/IAU/2019.06. License: CC BY-NC-SA 3.0 IGO.
  10. ^ "Bleomycin". International Drug Price Indicator Guide. Archived from the original on 22 January 2018. Retrieved 26 August 2015.

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