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Nafcillin

CHEBI:CHEBI_7447

Definition

A penicillin in which the substituent at position 6 of the penam ring is a (2-ethoxy-1-naphthoyl)amino group.

Chemical Information

Molecular Formula
C21H22N2O5S
Molecular Mass
414.47500
Charge
0
SMILES
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)c1c(OCC)ccc2ccccc12)C(O)=O
InChI
InChI=1S/C21H22N2O5S/c1-4-28-13-10-9-11-7-5-6-8-12(11)14(13)17(24)22-15-18(25)23-16(20(26)27)21(2,3)29-19(15)23/h5-10,15-16,19H,4H2,1-3H3,(H,22,24)(H,26,27)/t15-,16+,19-/m1/s1
InChIKey
GPXLMGHLHQJAGZ-JTDSTZFVSA-N

Alternative Names

  • (2-ethoxy-1-naphthalenyl)penicillin
  • (2-ethoxy-1-naphthyl)penicillin
  • (2S,5R,6R)-6-[(2-ethoxy-1-naphthoyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
  • (2S,5R,6R)-6-[(2-ethoxynaphthalene-1-carbonyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
  • (2S,5R,6R)-6-{[(2-ethoxynaphthalen-1-yl)carbonyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
  • 6-(2-ethoxy-1-naphthamido)penicillanic acid
  • 6beta-(2-ethoxynaphthalene-1-carboxamido)-2,2-dimethylpenam-3alpha-carboxylic acid
  • nafcilina
  • nafcillin
  • nafcilline
  • nafcillinum
  • naphcillin

Drug Classification

Important Medical Information

⚕️ This information is sourced from ChEBI (Chemical Entities of Biological Interest) database and is intended for educational purposes only.

  • Always consult with a healthcare professional before starting, stopping, or modifying any medication.
  • Side effects may vary and this list may not be comprehensive.
  • Drug interactions may occur with other medications.

Additional Identifiers

core#notation
CHEBI:7447
oboInOwl#hasDbXref
Wikipedia:Nafcillin
DRON_00010000
7233

Additional References

Wikipedia:Nafcillin

🔍 Click on any linked disease name to learn more about the conditions this medication is used to treat, or explore related drug classifications for more information about similar medications.

Additional Attributes

listing_expiration_date
20241231
route
INTRAVENOUS
marketing_start_date
20110427
package_marketing_start_date
20110427
manufacturer_name
Athenex Pharmaceutical Division, LLC.
spl_id
12dde0c1-9b37-cb2f-e063-6294a90a797e
package_ndc
70860-119-99
package_description
1 BOTTLE in 1 CARTON (70860-119-99) / 100 mL in 1 BOTTLE
labeler_name
Athenex Pharmaceutical Division, LLC.
core#notation
CHEBI:7447
rxcui
1721460
pharm_class
Penicillins [CS]
active_ingredient_strength
1 g/4mL
active_ingredient_name
NAFCILLIN SODIUM
unii
49G3001BCK
spl_set_id
2bc91eeb-5d8d-4058-b16a-532ba114fcd5
upc
0355150124992
22-rdf-syntax-ns#type
http://www.w3.org/2002/07/owl#Class
oboInOwl#hasOBONamespace
chebi_ontology
oboInOwl#hasDbXref
Wikipedia:Nafcillin
DRON_00010000
7233
oboInOwl#hasAlternativeId
CHEBI:44256
oboInOwl#id
CHEBI:7447
generic_name
nafcillin sodium
brand_name
NAFCILLIN SODIUM
brand_name_base
NAFCILLIN SODIUM
product_type
BULK INGREDIENT
marketing_category
BULK INGREDIENT
dosage_form
POWDER, FOR SOLUTION
product_ndc
70860-119
application_number
ANDA090582
RO_0000087
http://purl.obolibrary.org/obo/CHEBI_36047
chebi#is_conjugate_acid_of
http://purl.obolibrary.org/obo/CHEBI_51918
oboInOwl#inSubset
http://purl.obolibrary.org/obo/chebi#3_STAR
chebi#is_conjugate_base_of
http://purl.obolibrary.org/obo/CHEBI_51918
has_treatment
http://purl.obolibrary.org/obo/DOID_0050825
rdf-schema#domain
https://w3id.org/def/predibionto#has_side_effect28062
owl#someValuesFrom
t3003796
owl#annotatedSource
t283621