Amoxicillin

C₁₆H₁₉N₃O₅SCAS 26787-78-0365.40 g/mol

Open in Covalent MOL file

Amide Carboxylic acid Lactam Phenol Primary amine Sulfide

Properties

Molecular formula: C₁₆H₁₉N₃O₅S
Molar mass: 365.40 g/mol
Exact mass: 365.1045 Da
Melting point: 140 °C
pKa: 2.6
Water solubility: soluble
logP: 0.86Crippen estimate
Polar surface area: 136.4 Å²
H-bond donors / acceptors: 4 / 6
Rotatable bonds: 4
Stereocentres: R, R, R, Sin SMILES atom order

Hazards

Danger

H317 May cause an allergic skin reaction100% of notifiers
H334 May cause allergy or asthma symptoms or breathing difficulties if inhaled98.3% of notifiers

Aggregated from 59 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P233, P260, P261, P271, P272, P280, P284, P302+P352, P304+P340, P321, P333+P317, P342+P316, P362+P364, P403, P501

Identifiers

CAS number

26787-78-0

SMILES

CC1(C)S[C@@H]2[C@H](N=C(O)[C@H](N)c3ccc(O)cc3)C(=O)N2[C@H]1C(=O)O

InChIKey

LSQZJLSUYDQPKJ-NJBDSQKTSA-N

InChI

InChI=1S/C16H19N3O5S/c1-16(2)11(15(23)24)19-13(22)10(14(19)25-16)18-12(21)9(17)7-3-5-8(20)6-4-7/h3-6,9-11,14,20H,17H2,1-2H3,(H,18,21)(H,23,24)/t9-,10-,11+,14-/m1/s1

Weigh it out

Type any one amount. The others follow from the molar mass.

Names and synonyms

224 names · show all

Anemol
Apitart
Samthongcillin
4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-, (2S,5R,6R)-
4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[amino(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-, [2S-[2α,5α,6β(S*)]]-
4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[2-amino-2-(p-hydroxyphenyl)acetamido]-3,3-dimethyl-7-oxo-, D-
4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(2R)-amino(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-, (2S,5R,6R)-
(2S,5R,6R)-6-[[(2R)-2-Amino-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
6-[D(-)-α-Amino-p-hydroxyphenylacetamido]penicillanic acid
Amoxycillin
BRL 2333
6-[D-(-)-2-Amino-2-(p-hydroxyphenyl)acetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
D-(-)-α-Amino-p-hydroxybenzyl penicillin
D-(α-Amino-p-hydroxybenzyl)penicillin
p-Hydroxyampicillin
Histocillin
Amoxil
6-[D-(-)-p-Hydroxy-α-aminobenzyl]penicillin
D-2-Amino-2-(4-hydroxyphenyl)acetamidopenicillanic acid
Clamoxyl
BLP 1410
6-[D-α-Amino-α-(4-hydroxyphenyl)acetamido]penicillanic acid
Imacillin
D-Amoxicillin
Amopen
Sawacillin
Amoclen
Cemoxin
Amoxipen
Anemolin
Bristamox
Delacillin
Aspenil
Ibiamox
Piramox
Sumox
Amopenixin
Ampy-penyl
Amoxi
Efpenix
Amolin
Amoxi-mast
Metifarma capsules
Metafarma capsules
Hiconcil
Amoxivet
Vetramox
Suramox PM
Flemoxin
Acimox
Abdimox
Agerpen
Actimoxi
Adbiotin
Almodan
Alphamox
AM 73
Amagesen solutab
Amcill
A-Gram
Alfamox
Amoflux
Amosine
Amox
Amoxa
Amoxal
Amoxapen
Amoxaren
Amoxcillin
Amoxi-basan
Amoxibiotic
Amoxicilina
Amoxidal
Amoxiden
Amodex
Amo-flamsian
Amoxillin
Amoxin
Amoxipenil
Amoxisol
Amoxivan
Amoxtrex
Amoxy
Amoxy-diolan
Amoxypen
Ampidroxyl
Apo-amoxi
Audumic
Azillin
Bactamox
Bimox
Bintamox
Biomox
Bioxidona
Bioxyllin
Bridopen
Cabermox
Cilamox
Clamox
Coamoxin
Comoxyl
Damoxicil
Amoxidin
Amoxihexal
Eupen
Excillin
Efpinex
Fisamox
Foxolin
Farconcil
Gemox
Gimalxina
Gomcillin
Grinsul
Grunamox
Hidramox
Fullcilina
Draximox
Ikamoxil
Imaxilin
Imox
Imoxil
Intermox
Isimoxin
Izoltil
Jerramcil
Kamoxin
Lamoxy
Larocilin
Larotid
Limox
Hipen
Hosboral
Maxcil
Medimox
Meixil
Mopen
Morgenxil
Mox
Moxacin
Moxaline
Moxarin
Moxcil
Moxilen
Moxlin
Moxylin
Moxypen
Moxyvit
Novabritine
Novamoxin
Novenzymin
Optium
Ospamox
Pamocil
Pamoxicillin
Pasetocin
Penamox
Penbiosyn
Pensyn
Polymox
Posmox
Protexillin
Majorpen
Matasedrin
Ranmoxy
Rancil
Rhamoxilina
Robamox
Ronemox
Saltermox
Ranoxyl
Reloxyl
Sawamezin
Senox
Sia-mox
Sigmopen
Sil-A-mox
Simoxil
Simplamox
Specillin
Superpeni
Suprapen
Teramoxyl
Tolodina
Triafamox
Triamoxil
Trilaxin
Trimox
Twicyl
Unicillin
Velamox
Virgoxillin
Widecillin
Winmox
Wymox
Yisulon
Zamocillin
Zamox
Zamoxil
Zerrsox
Zimox
Samosillin
Rocillin
Ardine
Ardine (pharmaceutical)
Penimox
Amoxicillin chewable tablets
Helvamox
Betamox
Grinsil
Utimox
Amocilline
Amoram
NSC 277174
Eupensol
Gramidil
Suramox 50
Vetomoxin
Bactox
Novamox
Suramox
Blumox
Moxatag
DisperMox

Work with Amoxicillin

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Stereoisomers, salts and isotopologues

The same compound in another form: other stereochemistry, a salt or hydrate, the free acid or base, or an isotope-labelled version.

Amoxicillin trihydrate61336-70-7Hydrate Amoxicillin sodium34642-77-8Salt

Similar compounds

(2R)-2-(4-Hydroxyphenyl)glycyl-N-[(2S,5R,6R)-2-carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-6-yl]-(2R)-2-(4-hydroxyphenyl)glycinamide188112-75-691 % similar Ampicillin69-53-484 % similar Ampicillin trihydrate7177-48-280 % similar Amoxicillin dimer73590-06-476 % similar Aspoxicillin63358-49-666 % similar Carbenicillin4697-36-366 % similar Ticarcillin34787-01-463 % similar Penicillin G61-33-655 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue. All similar compounds

Same formula

Cephalexin monohydrate23325-78-2 Biotinyl-4-nitrophenyl ester33755-53-2 Cefroxadine51762-05-1 Amoxicillin piperazine-2,5-dione94659-47-9

Elsewhere

PubChem CAS Common Chemistry NIST WebBook