AZIDAMFENICOL

Azidamfenicol
Clinical data
AHFS/ Drugs.com	International Drug Names
Routes of; administration	Topical ( ocular)
ATC code	S01AA25 ( WHO) ;
Legal status
Legal status	In general: ℞ (Prescription only);
Identifiers
	IUPAC name 2-azido-N-((1R,2R)-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl)acetamide;
CAS Number	13838-08-9 ;
PubChem CID	62858;
ChemSpider	56590 ;
UNII	40257685LM;
KEGG	D07411 ;
ChEMBL	ChEMBL278788 ;
CompTox Dashboard ( EPA)	DTXSID90160647 ;
ECHA InfoCard	100.034.125
Chemical and physical data
Formula	C11H13N5O5
Molar mass	295.255 g·mol−1
3D model ( JSmol)	Interactive image;
Melting point	99 to 107 °C (210 to 225 °F)
	SMILES [N-]=[N+]=N\CC(=O)N[C@@H]([C@H](O)c1ccc([N+]([O-])=O)cc1)CO;
	InChI InChI=1S/C11H13N5O5/c12-15-13-5-10(18)14-9(6-17)11(19)7-1-3-8(4-2-7)16(20)21/h1-4,9,11,17,19H,5-6H2,(H,14,18)/t9-,11-/m1/s1 ; Key:SGRUZFCHLOFYHZ-MWLCHTKSSA-N ;
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Azidamfenicol is an amphenicol antibiotic,^[1] which has similar profile to chloramphenicol. It is used only topically, as eye drops and ointment for treatment of susceptible bacterial infections.^[2]

References

^ de Groot AC (2021). "Chaper 3.26: Azidamfenicol". Topical Drugs. Monographs in Contact Allergy. Vol. 3 (First ed.). Boca Raton, FL: CRC Press. p. 79. ISBN 978-1-00-036786-7.
^ Sweetman SC (2007). Martindale: The Complete Drug Reference (35th ed.). London: Pharmaceutical Press. ISBN 978-0-85369-687-2.

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[1] Groot AC (2021). "Chaper 3.26: Azidamfenicol". Topical Drugs. Monographs in Contact Allergy. Vol. 3 (First ed.). Boca Raton, FL: CRC Press. p. 79. ISBN 978-1-00-036786-7.

[2] Sweetman SC (2007). Martindale: The Complete Drug Reference (35th ed.). London: Pharmaceutical Press. ISBN 978-0-85369-687-2.

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Clinical data

AHFS/ Drugs.com	International Drug Names
Routes of administration	Topical ( ocular)
ATC code	S01AA25 ( WHO)
Legal status
Legal status	In general: ℞ (Prescription only)
Identifiers
IUPAC name 2-azido-N-((1R,2R)-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl)acetamide
CAS Number	13838-08-9^N
PubChem CID	62858
ChemSpider	56590^Y
UNII	40257685LM
KEGG	D07411^Y
ChEMBL	ChEMBL278788^N
CompTox Dashboard ( EPA)	DTXSID90160647
ECHA InfoCard	100.034.125
Chemical and physical data
Formula	C₁₁H₁₃N₅O₅
Molar mass	295.255 g·mol⁻¹
3D model ( JSmol)	Interactive image
Melting point	99 to 107 °C (210 to 225 °F)
SMILES [N-]=[N+]=N\CC(=O)N[C@@H]([C@H](O)c1ccc([N+]([O-])=O)cc1)CO
InChI InChI=1S/C11H13N5O5/c12-15-13-5-10(18)14-9(6-17)11(19)7-1-3-8(4-2-7)16(20)21/h1-4,9,11,17,19H,5-6H2,(H,14,18)/t9-,11-/m1/s1^Y Key:SGRUZFCHLOFYHZ-MWLCHTKSSA-N^Y
^NY (what is this?) (verify)