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Losartan

Athanor · official

C22H23ClN6O · 422.9 g/mol

IUPAC name: [2-butyl-5-chloro-3-[[4-[2-(2H-tetrazol-5-yl)phenyl]phenyl]methyl]imidazol-4-yl]methanol

Also called Cozaar, ARB, angiotensin receptor blocker

DrugsRings
Open in Athanor
The structure of Losartan
Drawn from its SMILES with RDKit
Harmful or irritantHealth hazardDangerCauses skin irritation · May cause an allergic skin reaction · Causes serious eye irritation · May cause respiratory irritation · May damage fertility or the unborn child · May cause harm to breast-fed children · May cause long lasting harmful effects to aquatic life

Names and identifiers

IUPAC name
[2-butyl-5-chloro-3-[[4-[2-(2H-tetrazol-5-yl)phenyl]phenyl]methyl]imidazol-4-yl]methanol
Synonyms
Cozaar, ARB, angiotensin receptor blocker
+ 38 more

allisartan, Angizaar, Losartic, Lozap, DUP-89, DTXSID7023227, [2-butyl-5-chloro-3-[[4-[2-(2H-tetrazol-5-yl)phenyl]phenyl]methyl]imidazol-4-yl]methanol, JMS50MPO89, NSC-758699, CHEBI:6541, HGP1405, HGP-1405, 2-Butyl-4-chloro-1-((2'-(1H-etrazol-5-yl) (1,1'-biphenyl)-4-yl)methyl)-1H-imidazole-5-methanol, DTXCID103227, (2-butyl-4-chloro-1-{[2'-(1H-tetrazol-5-yl)biphenyl-4-yl]methyl}-1H-imidazol-5-yl)methanol, 2-n-butyl-4-chloro-5-hydroxymethyl-1-[(2'-(1H-tetrazol-5-yl)biphenyl-4-yl)methyl]imidazole, (2-Butyl-4-chloro-1-((4-(2-(2H-1,2,3,4-tetrazol-5-yl)phenyl)phenyl)methyl)-1H-imidazol-5-yl)methanol, 1H-IMIDAZOLE-5-METHANOL, 2-BUTYL-4-CHLORO-1-((2'-(1H-TETRAZOL-5-YL)(1,1'-BIPHENYL)-4-YL)METHYL)-, 2-BUTYL-4-CHLORO-1-[[2'-(1H-TETRAZOL-5-YL)[1,1'-BIPHENYL]-4-YL]METHYL]-1H-IMIDAZOLE-5-METHANOL, MK954, losartanum, (2-butyl-5-chloro-3-((4-(2-(2H-tetrazol-5-yl)phenyl)phenyl)methyl)imidazol-4-yl)methanol, (2-butyl-4-chloro-1-((2'-(1H-tetrazol-5-yl)biphenyl-4-yl)methyl)-1H-imidazol-5-yl)methanol, [2-butyl-4-chloro-1-({4-[2-(2H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)-1H-imidazol-5-yl]methanol, 2-Butyl-4-chloro-1-((2'-(1H-tetrazol-5-yl)(1,1'-biphenyl)-4-yl)methyl)-1H-imidazole-5-methanol, 2-n-butyl-4-chloro-5-hydroxymethyl-1-((2'-(1H-tetrazol-5-yl)biphenyl-4-yl)methyl)imidazole, RefChem:5963, C09CA01, 601-329-8, DUP 89, Lortaan, MFCD00865831, Losartan (INN), 1H-imidazole-5-methanol, 2-butyl-4-chloro-1-[[2'-(2H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl]methyl]-, (1-((2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)-2-butyl-4-chloro-1H-imidazol-5-yl)methanol, 2-butyl-4-chloro-1-[[2'-(2h-tetrazol-5-yl)[1,1'-biphenyl]-4-yl]methyl]-1h-imidazole-5-methanol, NCGC00095125-01, LOSARTAN [INN]

Molecular formula
C22H23ClN6O
Empirical formula
C22H23ClN6O
Molecular weight
422.9 g/mol
Exact mass
422.16219
CAS number
114798-26-4
PubChem CID
3961
Canonical SMILES
CCCCC1=NC(=C(N1CC2=CC=C(C=C2)C3=CC=CC=C3C4=NNN=N4)CO)Cl
Isomeric SMILES
CCCCC1=NC(=C(N1CC2=CC=C(C=C2)C3=CC=CC=C3C4=NNN=N4)CO)Cl
InChI
InChI=1S/C22H23ClN6O/c1-2-3-8-20-24-21(23)19(14-30)29(20)13-15-9-11-16(12-10-15)17-6-4-5-7-18(17)22-25-27-28-26-22/h4-7,9-12,30H,2-3,8,13-14H2,1H3,(H,25,26,27,28)
InChIKey
PSIFNNKUMBGKDQ-UHFFFAOYSA-N
Molfile

Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.

Calculated

Heavy atoms
30
Rings
4
Aromatic rings
4
Fraction sp³ carbons (Fsp3)
0.27
H-bond donors
2
H-bond acceptors
5
Rotatable bonds
8
TPSA (Ų)
92.5
Formal charge
0
XLogP3
4.3 PubChem
Complexity
520 PubChem
Stereocenters
None
Double-bond geometry
None specified
Point group
C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)

Elemental analysis

  • C62.48%
  • H5.48%
  • Cl8.38%
  • N19.87%
  • O3.78%

Isotope pattern

100%422.16226%423.16536%424.1608.7%425.1621.1%426.165427.168

Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.

Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.

Predicted

log P
4.27 Crippen (Wildman and Crippen 1999)
log S (water solubility)
-5.16 ESOL (Delaney 2004), log mol/L
Synthetic accessibility
2.49 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

  • Molecular weight ≤ 500: 422.92
  • log P ≤ 5 (Crippen): 4.27
  • H-bond donors ≤ 5: 2
  • H-bond acceptors ≤ 10: 5

Passes all four rules.

¹³C NMR shifts, predicted

Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.

Safety

Danger

Most widely reported: 81 company reports to ECHA. Source [2].

  • Harmful or irritant
  • Health hazard
  • H315Causes skin irritation (48.1% of reports)
  • H317May cause an allergic skin reaction (48.1% of reports)
  • H319Causes serious eye irritation (49.4% of reports)
  • H335May cause respiratory irritation (48.1% of reports)
  • H360May damage fertility or the unborn child (46.9% of reports)
  • H362May cause harm to breast-fed children (46.9% of reports)
  • H413May cause long lasting harmful effects to aquatic life (46.9% of reports)

Precautionary statements: P203, P260, P261, P263, P264, P264+P265, P270, P271, P272, P273, P280, P302+P352, P304+P340, P305+P351+P338, P318, P319, P321, P332+P317, P333+P317, P337+P317, P362+P364, P403+P233, P405, P501

Storage

  • Store at 25 °C (77 °F); excursions permitted to 15-30 °C (59-86 °F). Keep container tightly closed. Protect from light.[1]
  • Conditions for safe storage, including any incompatibilities: Keep container tightly closed in a dry and well-ventilated place. Store under inert gas. Moisture sensitive.[1]

Safety data sheets on the supplier’s page: AbaChemScene, BOC Sciences, ChemShuttle.

Always read the supplier’s safety data sheet before working with it.

Spectra

Experimental spectra held by these sources; each link opens the source's own record.

Literature

Reading PubChem, OpenAlex and GSRS…

Bioactivity

Reading ChEMBL…

References

  1. [1]Hazardous Substances Data Bank (HSDB) · Public domain (US NLM) · via PubChem · retrieved 2026-10-14
  2. [2]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
  3. [3]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
  4. [4]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
  5. [5]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
  6. [6]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
  7. ·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
  8. ·Literature on PubChem

Data last updated 2026-10-14.