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Lamivudine

CHEBI:CHEBI_63577

Definition

A monothioacetal that consists of cytosine having a (2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl moiety attached at position 1. An inhibitor of HIV-1 reverse transcriptase, it is used as an antiviral in the treatment of AIDS and hepatitis B.

Chemical Information

Molecular Formula
C8H11N3O3S
Molecular Mass
229.25600
Charge
0
SMILES
Nc1ccn([C@@H]2CS[C@H](CO)O2)c(=O)n1
InChI
InChI=1S/C8H11N3O3S/c9-5-1-2-11(8(13)10-5)6-4-15-7(3-12)14-6/h1-2,6-7,12H,3-4H2,(H2,9,10,13)/t6-,7+/m0/s1
InChIKey
JTEGQNOMFQHVDC-NKWVEPMBSA-N

Alternative Names

  • (-)-1-((2R,5S)-2-(Hydroxymethyl)-1,3-oxathiolan-5-yl)cytosine
  • (-)-2'-Deoxy-3'-thiacytidine
  • 2',3'-Dideoxy-3'-thiacytidine
  • 3'-Thia-2',3'-dideoxycytidine
  • 3TC
  • 4-amino-1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2(1H)-one
  • beta-L-2',3'-Dideoxy-3'-thiacytidine
  • beta-L-3'-Thia-2',3'-dideoxycytidine
  • Epivir
  • lamivudine
  • Lamivudine

Treatment Applications

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

oboInOwl#hasDbXref
Wikipedia:Lamivudine
DRON_00010000
68244
core#notation
CHEBI:63577

Additional References

Wikipedia:Lamivudine

🔍 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

product_type
BULK INGREDIENT
marketing_category
BULK INGREDIENT FOR HUMAN PRESCRIPTION COMPOUNDING
dosage_form
SOLUTION
labeler_name
XLCare Pharmaceuticals, Inc
application_number
ANDA077558
product_ndc
60505-3252
package_description
35000 TABLET, FILM COATED in 1 DRUM (53873-074-00)
package_ndc
31722-752-32
listing_expiration_date
20241231
route
ORAL
marketing_start_date
19951117
spl_id
c4e0edda-dad5-4bed-b108-b6aae30e3be3
package_marketing_start_date
17-NOV-95
rxcui
2003255
active_ingredient_strength
50 kg/50kg
manufacturer_name
XLCare Pharmaceuticals, Inc
active_ingredient_name
ZIDOVUDINE
unii
4B9XT59T7S
nui
N0000175656
spl_set_id
d40292ff-046c-4a04-b801-10768667951a
upc
0349702203181
has_treatment
http://purl.obolibrary.org/obo/DOID_5497
owl#someValuesFrom
t1039554
oboInOwl#hasOBONamespace
chebi_ontology
oboInOwl#hasDbXref
Wikipedia:Lamivudine
DRON_00010000
68244
oboInOwl#id
CHEBI:63577
oboInOwl#hasAlternativeId
CHEBI:6366
generic_name
lamivudine oral
brand_name
EPIVIR
brand_name_base
EPIVIR
RO_0000087
http://purl.obolibrary.org/obo/CHEBI_50266
oboInOwl#inSubset
http://purl.obolibrary.org/obo/chebi#3_STAR
chebi#has_functional_parent
http://purl.obolibrary.org/obo/CHEBI_16040
core#notation
CHEBI:63577
brand_name_suffix
HBV
pharm_class
Hepatitis B Virus Nucleoside Analog Reverse Transcriptase Inhibitor [EPC]
pharm_class_epc
Hepatitis B Virus Nucleoside Analog Reverse Transcriptase Inhibitor [EPC]
pharm_class_moa
Nucleoside Reverse Transcriptase Inhibitors [MoA]
22-rdf-syntax-ns#type
http://www.w3.org/2002/07/owl#Class
rdf-schema#range
https://w3id.org/def/predibionto#has_drug_112557
rdf-schema#domain
https://w3id.org/def/predibionto#has_side_effect30411
owl#annotatedSource
t262969