Hydrochlorothiazide

Athanor · official

C₇H₈ClN₃O₄S₂ · 297.7 g/mol

IUPAC name: 6-chloro-1,1-dioxo-3,4-dihydro-2H-1lambda6,2,4-benzothiadiazine-7-sulfonamide

Also called HCTZ, Microzide, thiazide diuretic

Drugs Rings

Open in Athanor

Drawn from its SMILES with RDKit

DangerHarmful if swallowed · May cause an allergic skin reaction · May cause allergy or asthma symptoms or breathing difficulties if inhaled · Causes damage to organs through prolonged or repeated exposure

Names and identifiers

IUPAC name: 6-chloro-1,1-dioxo-3,4-dihydro-2H-1lambda6,2,4-benzothiadiazine-7-sulfonamide
Synonyms: HCTZ, Microzide, thiazide diuretic
+ 37 more
Esidrix, Hypothiazide, Vetidrex, Hidrotiazida, Idrotiazide, Megadiuril, Servithiazid, Newtolide, Oretic, Chlorosulthiadil, Aquarius, Esidrex, Dichlotiazid, Dichlotride, Hydrochlorothiazid, Hydrodiuretic, Hydrosaluric, Hypothiazid, Apresazide, Aquarills, Diclotride, Disalunil, Maschitt, Thiuretic, Drenol, Hidril, Hydril, Nefrix, Hidrochlortiazid, Hydro-Diuril, Hydro-Aquil, Jen-Diril, Carozide, Dihydrochlorothiazide, Bremil, HydroDIURIL, Dihydrochlorothiazid
Molecular formula: C₇H₈ClN₃O₄S₂
Empirical formula: C₇H₈ClN₃O₄S₂
Molecular weight: 297.7 g/mol
Exact mass: 296.96448
CAS number: 58-93-5
PubChem CID: 3639
Canonical SMILES: C1NC2=CC(=C(C=C2S(=O)(=O)N1)S(=O)(=O)N)Cl
Isomeric SMILES: C1NC2=CC(=C(C=C2S(=O)(=O)N1)S(=O)(=O)N)Cl
InChI: InChI=1S/C7H8ClN3O4S2/c8-4-1-5-7(2-6(4)16(9,12)13)17(14,15)11-3-10-5/h1-2,10-11H,3H2,(H2,9,12,13)
InChIKey: JZUFKLXOESDKRF-UHFFFAOYSA-N
Molfile

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

Physical properties

TemperaturePressureDensity

Appearance: White to off-white crystalline powder[2]
2 values
From Hazardous Substances Data Bank (HSDB), the most authoritative source here.
Value As written Source
– Crystals or white powder. (NTP, 1992) [1] CAMEO Chemicalscites National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.
–shown White to off-white crystalline powder [2] Hazardous Substances Data Bank (HSDB)cites Physicians' Desk Reference. 57th ed. Montvale, NJ: Medical Economics Co., Inc., p. 2523 (2002)
Odor: Practically odorless[2]
Melting point: 273 to 275 °C (523 to 527 °F, NTP 1992)[1]
Density: 1.693 g/cu cm[2]
Solubility in water: In water, 722 mg/L at 25 °C[2]
4 values
From Hazardous Substances Data Bank (HSDB), the most authoritative source here.
Value As written Source
– less than 0.1 mg/mL at 72.5 °F (NTP, 1992) [1] CAMEO Chemicalscites National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.
–shown In water, 722 mg/L at 25 °C [2] Hazardous Substances Data Bank (HSDB)cites Yalkowsky, S.H., He, Yan, Jain, P. Handbook of Aqueous Solubility Data Second Edition. CRC Press, Boca Raton, FL 2010, p. 392
– Soluble in ethanol at approximately 750 g/L; soluble in acetone, dilute ammonia; freely soluble in sodium hydroxide solution, n-butylamine, dimethylformamide; sparingly soluble in alcohol; insoluble in ether, chloroform, dilute mineral acids [2] Hazardous Substances Data Bank (HSDB)cites IARC. Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Humans. Geneva: World Health Organization, International Agency for Research on Cancer, 1972-PRESENT. (Multivolume work).
– Freely soluble in sodium hydroxide solution, in n-butylamine and in dimethylformamide; sparingly soluble in methanol; insoluble in dilute mineral acids [2] Hazardous Substances Data Bank (HSDB)cites Physicians' Desk Reference. 57th ed. Montvale, NJ: Medical Economics Co., Inc., p. 2254 (2002)
log P: log Kow = -0.07[2]
pKa: pKa = 7.9[2]

Value	As written	Source
–	Crystals or white powder. (NTP, 1992)	[1] CAMEO Chemicalscites National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.
–shown	White to off-white crystalline powder	[2] Hazardous Substances Data Bank (HSDB)cites Physicians' Desk Reference. 57th ed. Montvale, NJ: Medical Economics Co., Inc., p. 2523 (2002)

Value	As written	Source
–	less than 0.1 mg/mL at 72.5 °F (NTP, 1992)	[1] CAMEO Chemicalscites National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.
–shown	In water, 722 mg/L at 25 °C	[2] Hazardous Substances Data Bank (HSDB)cites Yalkowsky, S.H., He, Yan, Jain, P. Handbook of Aqueous Solubility Data Second Edition. CRC Press, Boca Raton, FL 2010, p. 392
–	Soluble in ethanol at approximately 750 g/L; soluble in acetone, dilute ammonia; freely soluble in sodium hydroxide solution, n-butylamine, dimethylformamide; sparingly soluble in alcohol; insoluble in ether, chloroform, dilute mineral acids	[2] Hazardous Substances Data Bank (HSDB)cites IARC. Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Humans. Geneva: World Health Organization, International Agency for Research on Cancer, 1972-PRESENT. (Multivolume work).
–	Freely soluble in sodium hydroxide solution, in n-butylamine and in dimethylformamide; sparingly soluble in methanol; insoluble in dilute mineral acids	[2] Hazardous Substances Data Bank (HSDB)cites Physicians' Desk Reference. 57th ed. Montvale, NJ: Medical Economics Co., Inc., p. 2254 (2002)

Each value as its source reports it, with the source's number after it (listed under References). Where several sources report a property, the row shows the value most of them agree on, the rule the app uses; open the values to see every one.

Calculated

Heavy atoms: 17
Rings: 2
Aromatic rings: 1
Fraction sp³ carbons (Fsp3): 0.14
H-bond donors: 3
H-bond acceptors: 5 computed here · PubChem 7
Rotatable bonds: 1
TPSA (Å²): 118.4 computed here · PubChem 135
Formal charge: 0
XLogP3: -0.1 PubChem
Complexity: 494 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

C28.24%
H2.71%
Cl11.91%
N14.11%
O21.49%
S21.54%

Isotope pattern

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: -0.35 Crippen (Wildman and Crippen 1999)
log S (water solubility): -1.66 ESOL (Delaney 2004), log mol/L
Synthetic accessibility: 3.21 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

Molecular weight ≤ 500: 297.75
log P ≤ 5 (Crippen): -0.35
H-bond donors ≤ 5: 3
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: 198 company reports to ECHA. Source [3].

Harmful or irritant
Health hazard

H302Harmful if swallowed (63.1% of reports)
H317May cause an allergic skin reaction (33.3% of reports)
H334May cause allergy or asthma symptoms or breathing difficulties if inhaled (33.3% of reports)
H372Causes damage to organs through prolonged or repeated exposure (28.3% of reports)

Precautionary statements: P233, P260, P261, P264, P270, P271, P272, P280, P284, P301+P317, P302+P352, P304+P340, P319, P321, P330, P333+P317, P342+P316, P362+P364, P403, P501

View all classifications (2)

[3] European Chemicals Agency (ECHA)This chemical does not meet GHS hazard criteria for 1.5% (3 of 198) of reports.
[3] European Chemicals Agency (ECHA) · 198 reports · DangerH302, H317, H334, H372

First aid

Eyes: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. Immediately transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. Skin: Immediately flood affected skin with water while removing and isolating all contaminated clothing.[1]

Storage

Precautions FOR "carcinogens": Storage site should be as close as practical to lab in which carcinogens are to be used, so that only small quantities required for ... Expt need to be carried. Carcinogens should be kept in only one section of cupboard, an explosion-proof refrigerator or freezer (depending on chemicophysical properties ...) that bears appropriate label. An inventory ... Should be kept, showing quantity of carcinogen & date it was acquired ... Facilities for dispensing ... Should be contiguous to storage area. (chemical Carcinogens)[2]
Keep container tightly closed in a dry and well-ventilated place.[2]
Hydrochlorothiazide tablets and capsules should be stored in tightly closed containers at a controlled room temperature of 15-30 °C and protected from light, moisture, and freezing. Hydrochlorothiazide oral solution should be stored in well-closed containers at a temperature less than 40 °C, preferably at 15-30 °C. Freezing of the oral solution should be avoided.[2]

Incompatibilities

Incompatible materials: Strong oxidizing agents.[2]

Safety data sheets on the supplier’s page: Hairui Chemical, Chem-Space.com Database, Sigma-Aldrich.

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

Data last updated 2026-10-14.