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: O(C=1C2=CC3=CC1OC=4C(Cl)=CC(=CC4)[C@@H](O)[C@@H](NC([C@@H](CC(C)C)NC)=O)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@]3(C(=O)N[C@@]5(C=6C=C(C=7C([C@@H](C(O)=O)NC(=O)[C@]([C@H](O)C=8C=C(Cl)C(O2)=CC8)(NC5=O)[H])=CC(O)=CC7O)C(O)=CC6)[H])[H])[C@H]9[C@H](O[C@H]%10C[C@](C)(N)[C@H](O)[C@H](C)O%10)[C@@H](O)[C@H](O)[C@@H](CO)O9.Cl

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

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

Ref: 3D-AV161115

Vancomycin hydrochloride (1:1)

CAS: 1404-93-9

Vancomycin hydrochloride (1:1) is a glycopeptide antibiotic with action on bacterial cell wall synthesis and is used for treating severe bacterial infections like septicemia, endocarditis, and skin infections.

Formula: C₆₆H₇₆Cl₃N₉O₂₄

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 1,485.72 g/mol

Ref: 3D-XHA63825

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 has been shown to inhibit the growth of bacteria by binding the D-alanyl-D-alanine moiety of the peptidoglycan cell wall precursor, inhibiting the peptidoglycan synthesis and disrupting its cross linking. It also inhibits particle formation when it reacts with human plasma, which can lead to hemolysis and hemagglutination. The absorption spectrum for vancomycin hydrochloride shows maxima at 230, 260, 290, and 320 nm, which are characteristic for this compound. Vancomycin has been used in several studies for treatment of methicillin-resistant Staphylococcus aureus infections.

Formula: C₆₆H₇₆Cl₃N₉O₂₄

Molecular weight: 1,485.71 g/mol

Ref: 3D-Q-201920

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

Ref: SR-61078