Amikacin hydrate

SKU: A0287

Category: Antibiotics

Synonyms: N1-[(S)-4-Amino-2-hydroxybutyryl]kanamycin A , Amicacin , Amikacillin , Amukin , Antibiotic BB-K 8 , BAY 41-6551 , BAY 416651; 37517-28-5 (anhydr
CAS-Number: C₂₂H₄₃N₅O₁₃ · xH₂O
Molecular Formula: 585.60 (anhydrous basis)
Molecular Weight

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥97% (NMR)
Identity: IR
Appearance: White crystalline powder

Properties

Solvents: water (10 mg/ml), methanol

Short Term Storage: +4°C
Use / Stability: Stable for at least 2 years after receipt when stored at +4°C.
Handling Advice: Protect from light and moisture.
Long Term Storage: +4°C
Shipping: AMBIENT

Transportation: Not dangerous goods

Description: Broad-spectrum semisynthetic aminoglycoside antibiotic derived from kanamycin A, which is effective against Gram-negative and Gram-positive bacteria. Aminoglycoside antibiotics bind the 30s ribosomal subunit, causing misreading of the mRNA sequence and inhibition of translocation, consequently inhibiting bacterial protein synthesis.
InChi: InChI=1S/C22H43N5O13/c23-2-1-8(29)20(36)27-7-3-6(25)18(39-22-16(34)15(33)13(31)9(4-24)37-22)17(35)19(7)40-21-14(32)11(26)12(30)10(5-28)38-21/h6-19,21-22,28-35H,1-5,23-26H2,(H,27,36)/t6-,7+,8-,9+,10+,11-,12+,13+,14+,15-,16+,17-,18+,19-,21+,22+/m0/s1
References: (1) H. Kawaguchi, et al., J. Antibiot. 25, 695 (1972) , (2) K.E. Price, et al., Antimicrob. Agents Chemother. 5, 143 (1974) , (3) N.S. Brewer, Mayo Clin. Proc. 52, 675 (1977) , (4) R.N. Jones, et al., Antimicrob. Agents Chemother. 22, 985 (1982) , (5) A.M. Ristuccia & B.A. Cunha, Ther. Drug Monit. 7, 12 (1985) , (6) B.D. Davis, Microbiol. Rev. 51, 341 (1987) , (7) B.A. Cunha, Med. Clin. North Am. 90, 1089 (2006) , (8) M.S. Ramirez & M.E. Tolmasky, Molecules 22, E2267 (2017)
InChi Key: LKCWBDHBTVXHDL-RMDFUYIESA-N
Smiles: O[C@@H]1[C@@H](CN)O[C@H](O[C@H]2[C@H](O)[C@@H](O[C@@H]3[C@H](O)[C@@H](N)[C@H](O)[C@@H](CO)O3)[C@H](NC([C@H](CCN)O)=O)C[C@@H]2N)[C@H](O)[C@H]1O

Broad-spectrum semisynthetic aminoglycoside antibiotic derived from kanamycin A, which is effective against Gram-negative and Gram-positive bacteria. Aminoglycoside antibiotics bind the 30s ribosomal subunit, causing misreading of the mRNA sequence and inhibition of translocation, consequently inhibiting bacterial protein synthesis.

SKU: A0287 Category: Antibiotics

Additional information

Additional information

Synonyms	N1-[(S)-4-Amino-2-hydroxybutyryl]kanamycin A, Amicacin, Amikacillin, Amukin, Antibiotic BB-K 8, BAY 41-6551, BAY 416651
Purity	≥97% (NMR)
Appearance	White crystalline powder
CAS-Number	37517-28-5 (anhydr
Molecular Formula	C22H43N5O13 · xH2O
Molecular Weight	585.60 (anhydrous basis)
Identity	IR
Solvents	water (10 mg/ml), methanol
Smiles	O[C@@H]1[C@@H](CN)O[C@H](O[C@H]2[C@H](O)[C@@H](O[C@@H]3[C@H](O)[C@@H](N)[C@H](O)[C@@H](CO)O3)[C@H](NC([C@H](CCN)O)=O)C[C@@H]2N)[C@H](O)[C@H]1O
InChi Key	LKCWBDHBTVXHDL-RMDFUYIESA-N
Shipping	AMBIENT
Short Term Storage	+4°C
Long Term Storage	+4°C
Handling Advice	Protect from light and moisture.
Use / Stability	Stable for at least 2 years after receipt when stored at +4°C.
Transportation	Not dangerous goods
References	(1) H. Kawaguchi, et al., J. Antibiot. 25, 695 (1972), (2) K.E. Price, et al., Antimicrob. Agents Chemother. 5, 143 (1974), (3) N.S. Brewer, Mayo Clin. Proc. 52, 675 (1977), (4) R.N. Jones, et al., Antimicrob. Agents Chemother. 22, 985 (1982), (5) A.M. Ristuccia & B.A. Cunha, Ther. Drug Monit. 7, 12 (1985), (6) B.D. Davis, Microbiol. Rev. 51, 341 (1987), (7) B.A. Cunha, Med. Clin. North Am. 90, 1089 (2006), (8) M.S. Ramirez & M.E. Tolmasky, Molecules 22, E2267 (2017)
InChi	InChI=1S/C22H43N5O13/c23-2-1-8(29)20(36)27-7-3-6(25)18(39-22-16(34)15(33)13(31)9(4-24)37-22)17(35)19(7)40-21-14(32)11(26)12(30)10(5-28)38-21/h6-19,21-22,28-35H,1-5,23-26H2,(H,27,36)/t6-,7+,8-,9+,10+,11-,12+,13+,14+,15-,16+,17-,18+,19-,21+,22+/m0/s1
Quantity	5 g, Bulk