CAS 1404-93-9: Vancomycin, hydrochloride

Description: Vancomycin hydrochloride is a glycopeptide antibiotic primarily used to treat serious bacterial infections, particularly those caused by Gram-positive bacteria, including methicillin-resistant Staphylococcus aureus (MRSA). It is characterized by its complex structure, which includes a series of amino acids and sugar moieties that contribute to its mechanism of action. Vancomycin works by inhibiting cell wall synthesis in bacteria, ultimately leading to cell lysis and death. The hydrochloride form enhances its solubility in water, making it suitable for intravenous administration. It is typically administered in a clinical setting due to its potency and the need for monitoring potential side effects, such as nephrotoxicity and ototoxicity. Vancomycin is also notable for its spectrum of activity, which is limited to certain types of bacteria, and it is often reserved for cases where other antibiotics are ineffective. Its use is guided by susceptibility testing to ensure effectiveness and to combat the development of antibiotic resistance.

Formula: C₆₆H₇₅Cl₂N₉O₂₄·xClH

InChI: InChI=1S/C66H75Cl2N9O24.ClH/c1-23(2)12-34(71-5)58(88)76-49-51(83)26-7-10-38(32(67)14-26)97-40-16-28-17-41(55(40)101-65-56(54(86)53(85)42(22-78)99-65)100-44-21-66(4,70)57(87)24(3)96-44)98-39-11-8-27(15-33(39)68)52(84)50-63(93)75-48(64(94)95)31-18-29(79)19-37(81)45(31)30-13-25(6-9-36(30)80)46(60(90)77-50)74-61(91)47(28)73-59(89)35(20-43(69)82)72-62(49)92;/h6-11,13-19,23-24,34-35,42,44,46-54,56-57,65,71,78-81,83-87H,12,20-22,70H2,1-5H3,(H2,69,82)(H,72,92)(H,73,89)(H,74,91)(H,75,93)(H,76,88)(H,77,90)(H,94,95);1H/t24-,34+,35-,42+,44-,46+,47+,48-,49+,50-,51+,52+,53+,54-,56+,57+,65-,66-;/m0./s1

InChI key: InChIKey=LCTORFDMHNKUSG-XTTLPDOESA-N

SMILES: Cl.O=C(O)C1NC(=O)C2NC(=O)C(NC(=O)C3NC(=O)C(NC(=O)C(NC(=O)C(NC)CC(C)C)C(O)C4=CC=C(OC5=CC3=CC(OC6=CC=C(C=C6Cl)C2O)=C5OC7OC(CO)C(O)C(O)C7OC8OC(C)C(O)C(N)(C)C8)C(Cl)=C4)CC(=O)N)C9=CC=C(O)C(=C9)C%10=C(O)C=C(O)C=C%101

Synonyms:

• (1S,2R,18R,19R,22S,25R,28R,40S)-48-{[(2S,3R,4S,5S,6R)-3-{[(2S,4S,5S,6S)-4-amino-5-hydroxy-4,6-dimethyltetrahydro-2H-pyran-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}-22-(2-amino-2-oxoethyl)-5,15-dichloro-2,18,32,35,37-pentahydroxy-19-{[(2R)-4-methyl-2-(methylamino)pentanoyl]amino}-20,23,26,42,44-pentaoxo-7,13-dioxa-21,24,27,41,43-pentaazaoctacyclo[26.14.2.23,6.214,17.18,12.129,33.010,25.034,39]pentaconta-3,5,8(48),9,11,14,16,29(45),30,32,34,36,38,46,49-pentadecaene-40-carboxylic acid hydrochloride (non-preferred name)
• (1S,2R,18R,19R,22S,25R,28R,40S)-48-{[(2S,3R,4S,5S,6R)-3-{[(2S,4S,5S,6S)-4-amino-5-hydroxy-4,6-dimethyltetrahydro-2H-pyran-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}-22-(2-amino-2-oxoethyl)-5,15-dichloro-2,18,32,35,37-pentahydroxy-19-{[(2R)-4-methyl-2-(methylamino)pentanoyl]amino}-20,23,26,42,44-pentaoxo-7,13-dioxa-21,24,27,41,43-pentaazaoctacyclo[26.14.2.2~3,6~.2~14,17~.1~8,12~.1~29,33~.0~10,25~.0~34,39~]pentaconta-3,5,8(48),9,11,14,16,29(45),30,32,34,36,38,46,49-pentadecaene-40-carboxylic acid (non-preferred name)
• (3S-(3R*,6S*(S*),7S*,22S*,23R*,26R*,36S*,38aS*))-3-(2-Amino-2-oxoethyl)-44-((2-O-(3-amino-2,3,6-trideoxy-3-C-methyl-alpha-L-lyxo-hexopyranosyl)-beta-D-glucopyranosyl)oxy)-10,19-dichloro-2,3,4,5,6,7,23,24,25,26,36,37,38,38a-tetradecahydro-7,22,28,30,32-pentahydroxy-6-((4-methyl-2-(methylamino)-1-oxopentyl)amino)-2,5,24,38,39-pentaoxo-22H-8,11:18,21-dietheno-23,36-(iminomethano)-13,16:31,35-dimetheno-1H,16H-(1,6,9)oxadiazacyclohexadecino(4,5-m)(10,2,16)benzoxadiazacyclotetracosine-26-carboxylic acid, monohydrochloride
• 22H-8,11:18,21-Dietheno-23,36-(iminomethano)-13,16:31,35-dimetheno-1H,16H-[1,6,9]oxadiazacyclohexadecino[4,5-m][10,2,16]benzoxadiazacyclotetracosine, vancomycin deriv.
• 48-({3-[(4-amino-5-hydroxy-4,6-dimethyltetrahydro-2H-pyran-2-yl)oxy]-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl}oxy)-22-(2-amino-2-oxoethyl)-5,15-dichloro-2,18,32,35,37-pentahydroxy-19-{[4-methyl-2-(methylamino)pentanoyl]amino}-20,23,26,42,44-pentaoxo-7,13-dioxa-21,24,27,41,43-pentaazaoctacyclo[26.14.2.2~3,6~.2~14,17~.1~8,12~.1~29,33~.0~10,25~.0~34,39~]pentaconta-3,5,8(48),9,11,14,16,29(45),30,32,34,36,38,46,49-pentadecaene-40-carboxylic acid hydrochloride (1:1) (non-preferred name)
• Laikexin
• Lyphocin
• Unii-71Wo621Tjd
• Vancocin hydrochloride
• Vancocine hydrochloride
• Vancocyn
• Vancomycin HCl
• Vancomycin monohydrochloride
• Vancor
• Vancomycin, hydrochloride

Vancomycin hydrochloride

CAS: 1404-93-9

Inhibitor of cell wall biogenesis; glycopeptide antibiotic

• Formula: C₆₆H₇₆Cl₃N₉O₂₄
• Purity: Min. 88 Area-%
• Color and Shape: Powder
• Molecular weight: 1,485.71 g/mol

Vancomycin hydrochloride, Antibiotic for Culture Media Use Only

CAS: 1404-93-9

Vancomycin hydrochloride is an antibiotic that is used against Gram-positive bacteria, including Staphylococcus aureus. It …

• Formula: C₆₆H₇₆Cl₃N₉O₂₄
• Molecular weight: 1,485.71 g/mol

Vancomycin HCl - pharma grade

CAS: 1404-93-9

Vancomycin is a tricyclic glycopeptide antibiotic that has bactericidal effects against staphylococci, streptococci, and other …

• Formula: C₆₆H₇₅Cl₂N₉O₂₄·HCl
• Color and Shape: Powder
• Molecular weight: 1,485.71 g/mol

Vancomycin Hydrochloride (VNC), 90%

CAS: 1404-93-9

• Formula: C₆₆H₇₅CI₂N₉O₂₄·HCI
• Purity: min. 90%
• Color and Shape: Off white to Light pink to Orange brown, Crystalline powder, Clear
• Molecular weight: 1485.73

Vancomycin hydrochloride 100 µg/mL in Methanol

CAS: 1404-93-9

• Formula: C₆₆H₇₅Cl₂N₉O₂₄·ClH
• Color and Shape: Colourless
• Molecular weight: 1485.71