CAS 11056-06-7: Bleomycin

Description: Bleomycin is a glycopeptide antibiotic that is primarily used in cancer chemotherapy. It is derived from the bacterium Streptomyces verticillus and is known for its ability to induce DNA strand breaks, which leads to the inhibition of cancer cell growth. The compound exhibits a unique mechanism of action by binding to DNA and generating free radicals in the presence of oxygen, resulting in oxidative damage. Bleomycin is particularly effective against certain types of tumors, including testicular cancer and Hodgkin's lymphoma. It is administered via injection and can cause side effects such as pulmonary toxicity, skin reactions, and fever. The substance is characterized by its relatively low molecular weight and a complex structure that includes a metal-binding site, which is crucial for its activity. Due to its specific action on rapidly dividing cells, Bleomycin is often used in combination with other chemotherapeutic agents to enhance treatment efficacy while minimizing resistance. Its use requires careful monitoring due to potential adverse effects, particularly on lung function.

Formula: Unspecified

InChI: InChI=1/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

Synonyms:

• Blenamax
• Bleo
• Bleo-Kyowa
• Bleocin
• Bleomycins
• Nsc 125066
• [2-[2-[2-[[6-amino-2-[3-amino-1-[(2,3-diamino-3-oxo-propyl)amino]-3-oxo-propyl]-5-methyl-pyrimidine-4-carbonyl]amino]-3-[[4-[[1-[2-[4-[4-(4-guanidinobutylcarbamoyl)thiazol-2-yl]thiazol-2-yl]ethylcarbamoyl]-2-hydroxy-propyl]amino]-2-hydroxy-1,3-dimethyl-4-oxo-butyl]amino]-1-(3H-imidazol-4-yl)-3-oxo-propoxy]-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-4-yl] carbamate
• (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-[(R)-{[3-{[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 (non-preferred name)
• N1-(3-(dimethylsulfonio)propyl)bleomycinamide) (Bleomycin A2)
• BLM
• Blenoxane
• (2R,3S,4S,5R,6R)-2-({(3S,4S,5S,6S)-2-[2-{[(6-amino-2-{3-amino-1-[(2,3-diamino-3-oxopropyl)amino]-3-oxopropyl}-5-methylpyrimidin-4-yl)carbonyl]amino}-3-[(4-{[1-({2-[4-({4-[(diaminomethylidene)amino]butyl}carbamoyl)-2,4'-bi-1,3-thiazol-2'-yl]ethyl}carbamoyl)-2-hydroxypropyl]amino}-2-hydroxy-1,3-dimethyl-4-oxobutyl)amino]-1-(1H-imidazol-5-yl)-3-oxopropoxy]-6-ethyl-4,5-dimethyltetrahydro-2H-pyran-3-yl}oxy)-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yl carbamate
• 3-[[2-[2-[2-[[2-[[4-[[2-[[6-amino-2-[3-amino-1-[(2,3-diamino-3-oxo-propyl)amino]-3-oxo-propyl]-5-methyl-pyrimidine-4-carbonyl]amino]-3-[3-[4-carbamoyloxy-3,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-3-(3H-imidazol-4-yl)propanoyl]amino]-3-hydroxy-2-methyl-pentanoyl]amino]-3-hydroxy-butanoyl]amino]ethyl]thiazol-4-yl]thiazole-4-carbonyl]amino]propyl-dimethyl-sulfonium
• Bleomycin
• (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 (non-preferred name)

Bleomycin Sulfate (mixture)

CAS: 11056-06-79041-93-4

• Purity: >85.0%(HPLC)
• Color and Shape: White to Light yellow powder to crystal

Bleomycin

CAS: 11056-06-7

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• Formula: C₅₅H₈₄N₁₇O₂₁S₃
• Purity: Min. 95%
• Molecular weight: 1,415.56 g/mol

Bleomycin Free Base

CAS: 11056-06-7

Bleomycin Free Base, a glycopeptide antibiotic, halts DNA function and treats solid tumors.

• Formula: C₅₅H₈₄N₁₇O₂₁S₃
• Color and Shape: Liquid
• Molecular weight: 1415.55