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Technical details about Lamivudine, Zidovudine Drug Combination, learn more about the structure, uses, toxicity, action, side effects and more

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2D Structure
1. Also known as: Lamivudine + zidovudine, 165456-81-5, 4-amino-1-[(2r,5s)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2-one;1-[(2r,4s,5s)-4-azido-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione, Lamivudine; zidovudine, Zidovudine / lamivudine, Lamivudine / zidovudine
Molecular Formula
C18H24N8O7S
Molecular Weight
496.5  g/mol
InChI Key
LHCOVOKZWQYODM-CPEOKENHSA-N

1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
4-amino-1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2-one;1-[(2R,4S,5S)-4-azido-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione
2.1.2 InChI
InChI=1S/C10H13N5O4.C8H11N3O3S/c1-5-3-15(10(18)12-9(5)17)8-2-6(13-14-11)7(4-16)19-8;9-5-1-2-11(8(13)10-5)6-4-15-7(3-12)14-6/h3,6-8,16H,2,4H2,1H3,(H,12,17,18);1-2,6-7,12H,3-4H2,(H2,9,10,13)/t6-,7+,8+;6-,7+/m00/s1
2.1.3 InChI Key
LHCOVOKZWQYODM-CPEOKENHSA-N
2.1.4 Canonical SMILES
CC1=CN(C(=O)NC1=O)C2CC(C(O2)CO)N=[N+]=[N-].C1C(OC(S1)CO)N2C=CC(=NC2=O)N
2.1.5 Isomeric SMILES
CC1=CN(C(=O)NC1=O)[C@H]2C[C@@H]([C@H](O2)CO)N=[N+]=[N-].C1[C@H](O[C@H](S1)CO)N2C=CC(=NC2=O)N
2.2 Synonyms
2.2.1 MeSH Synonyms

1. Combivir

2. Lamivudine, Zidovudine Drug Combination

2.2.2 Depositor-Supplied Synonyms

1. Lamivudine + Zidovudine

2. 165456-81-5

3. 4-amino-1-[(2r,5s)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2-one;1-[(2r,4s,5s)-4-azido-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione

4. Lamivudine; Zidovudine

5. Zidovudine / Lamivudine

6. Lamivudine / Zidovudine

7. Lamivudine, Zidovudine Drug Combination

8. 3tc / Zdv

9. Combivir(tm)

10. Lamivudine Mixture With Zidovudine

11. Zidovudine Mixture With Lamivudine

12. Epivir & Retrovir

13. 4-amino-1-[(2r,5s)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2-one; 1-[(2r,4s,5s)-4-azido-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-methyl-pyrimidine-2,4-dione

14. Mixture Of Lamivudine And Zidovudine

15. Lamivudine & Zidovudine

16. 3tc & Zdv

17. Azt & 3tc & Sst

18. (-)-3tc & Azt

19. .beta.-l-(-)-2',3'-dideoxy-3'-thiacytidine & 3'-azido-3'-deoxythymidine

20. .beta.-l-(-)-2',3'-dideoxy-3'-thiacytidine & 3'-azido-3'-deoxythymidine & Sho-saiko-to

21. Thymidine, 3'-azido-3'-deoxy-, Mixt. With 4-amino-1-((2r,5s)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl)-2(1h)-pyrimidinone

2.3 Create Date
2005-08-01
3 Chemical and Physical Properties
Molecular Weight 496.5 g/mol
Molecular Formula C18H24N8O7S
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count10
Rotatable Bond Count5
Exact Mass496.14886631 g/mol
Monoisotopic Mass496.14886631 g/mol
Topological Polar Surface Area207 Ų
Heavy Atom Count34
Formal Charge0
Complexity815
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 4  
Drug NameLamivudine and zidovudine
Drug LabelCOMBIVIR: COMBIVIR Tablets are combination tablets containing lamivudine and zidovudine. Lamivudine (EPIVIR) and zidovudine (RETROVIR, azidothymidine, AZT, or ZDV) are synthetic nucleoside analogues with activity against HIV-1.COMBIVIR Tablets are fo...
Active IngredientLamivudine and zidovudine; Lamivudine; zidovudine
Dosage FormTablet
Routeoral; Oral
Strength150mg; 300mg
Market StatusTentative Approval; Prescription
CompanyMylan Pharms; Hetero Labs Ltd V; Aurobindo Pharma; Lupin; Teva Pharms; Strides Arcolab

2 of 4  
Drug NameLamivudine; zidovudine
Active Ingredientefavirenz; Lamivudine; zidovudine
Dosage FormTablet, for suspension; Tablet
Routeoral; oral suspension
Strength60mg; 30mg; 150mg; 600mg; 300mg
Market StatusTentative Approval
CompanyMacleods Pharma; Hetero Drugs; Aurobindo; Mylan Labs; Aurobindo Pharma; Cipla; Pharmacare; Matrix Labs; Emcure Pharma

3 of 4  
Drug NameLamivudine and zidovudine
Drug LabelCOMBIVIR: COMBIVIR Tablets are combination tablets containing lamivudine and zidovudine. Lamivudine (EPIVIR) and zidovudine (RETROVIR, azidothymidine, AZT, or ZDV) are synthetic nucleoside analogues with activity against HIV-1.COMBIVIR Tablets are fo...
Active IngredientLamivudine and zidovudine; Lamivudine; zidovudine
Dosage FormTablet
Routeoral; Oral
Strength150mg; 300mg
Market StatusTentative Approval; Prescription
CompanyMylan Pharms; Hetero Labs Ltd V; Aurobindo Pharma; Lupin; Teva Pharms; Strides Arcolab

4 of 4  
Drug NameLamivudine; zidovudine
Active Ingredientefavirenz; Lamivudine; zidovudine
Dosage FormTablet, for suspension; Tablet
Routeoral; oral suspension
Strength60mg; 30mg; 150mg; 600mg; 300mg
Market StatusTentative Approval
CompanyMacleods Pharma; Hetero Drugs; Aurobindo; Mylan Labs; Aurobindo Pharma; Cipla; Pharmacare; Matrix Labs; Emcure Pharma

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Anti-HIV Agents

Agents used to treat AIDS and/or stop the spread of the HIV infection. These do not include drugs used to treat symptoms or opportunistic infections associated with AIDS. (See all compounds classified as Anti-HIV Agents.)


Reverse Transcriptase Inhibitors

Inhibitors of reverse transcriptase (RNA-DIRECTED DNA POLYMERASE), an enzyme that synthesizes DNA on an RNA template. (See all compounds classified as Reverse Transcriptase Inhibitors.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Human Immunodeficiency Virus Nucleoside Analog Reverse Transcriptase Inhibitor [EPC]; Nucleoside Analog [EXT]; Nucleoside Reverse Transcriptase Inhibitors [MoA]; Hepatitis B Virus Nucleoside Analog Reverse Transcriptase Inhibitor [EPC]
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