Lamivudine

C₈H₁₁N₃O₃SCAS 134678-17-4229.25 g/mol

Open in Covalent MOL file

Alcohol Ether Phenol Sulfide

Properties

Molecular formula: C₈H₁₁N₃O₃S
Molar mass: 229.25 g/mol
Exact mass: 229.0521 Da
Melting point: 160–162 °C
Water solubility: 70 g/L
logP: -0.35Crippen estimate
Polar surface area: 91.4 Å²
H-bond donors / acceptors: 3 / 6
Rotatable bonds: 2
Stereocentres: S, Rin SMILES atom order

Hazards

Warning

H315 Causes skin irritation30.1% of notifiers
H319 Causes serious eye irritation30.1% of notifiers
H335 May cause respiratory irritation30.1% of notifiers
H361 Suspected of damaging fertility or the unborn child69.2% of notifiers
H373 May causes damage to organs through prolonged or repeated exposure30.1% of notifiers

Aggregated from 133 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P203, P260, P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P318, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501

Identifiers

CAS number

134678-17-4

SMILES

N=c1ccn([C@@H]2CS[C@H](CO)O2)c(O)n1

InChIKey

JTEGQNOMFQHVDC-NKWVEPMBSA-N

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

Weigh it out

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

Names and synonyms

26 names · show all

2(1H)-Pyrimidinone, 4-amino-1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-
2(1H)-Pyrimidinone, 4-amino-1-[2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-, (2R-cis)-
1,3-Oxathiolane, 2(1H)-pyrimidinone deriv.
4-Amino-1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-2(1H)-pyrimidinone
(-)-BCH 189
GR 109714X
BCH 189, (-)-
(-)-2′-Deoxy-3′-thiacytidine
β-L-3′-Thia-2′,3′-dideoxycytidine
Epivir
Zeffix
Heptovir
Epivir HBV
L-SddC
Zefix
Hepitec
β-L-2′,3′-Dideoxy-3′-thiacytidine
3TC
Lamivir
Heptodin
Virolam
2-Hydroxymethyl-5-(cytosin-1-yl)-1,3-oxathiolane
Cis(-)-2-Hydroxymethyl-5-(cytosin-1-yl)-1,3-oxathiolane
Lamidine
29: PN: WO2016077321 SEQID: 29 claimed sequence
Hiviral

Work with Lamivudine

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.

Lamivudine salicylate173522-96-8Salt

Similar compounds

Dideoxycytidine7481-89-264 % similar Deoxycytidine951-77-962 % similar Emtricitabine143491-57-060 % similar 2′-Deoxycytidine hydrochloride3992-42-558 % similar Cytarabine147-94-454 % similar Cytidine65-46-354 % similar Gemcitabine95058-81-452 % similar Cytarabine hydrochloride69-74-951 % similar

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

Same formula

P-Toluenesulfonylsemicarbazide10396-10-8 2-Aminosulfonyl-N,N-dimethylnicotinamide112006-75-4 Ethyl (alphaZ)-2-amino-alpha-(methoxyimino)-4-thiazoleacetate64485-88-7

Elsewhere

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