Trichlormethiazide
Also known as Trichloromethiazide, Naqua, Metahydrin
Key facts
What buyers check first
- CAS number
- 133-67-5
- Formula
- C8H8Cl3N3O4S2
- Appearance
- Crystals from methanol + acetone + water
- Solubility
- @ 25 °C: 0.8 MG/ML IN WATER, 21 MG/ML IN ETHANOL, 60 MG/ML IN METHANOL
- HS code
- 293590
- Category
- Cardiovascular and metabolic drugs

What is Trichlormethiazide?
Plain description, key identifiers and synonyms
Trichlormethiazide is a benzothiadiazine, hydrogenated at positions 2, 3 and 4 and substituted with an aminosulfonyl group at C-7, a chloro substituent at C-6 and a dichloromethyl group at C-3 and with S-1 as an S,S-dioxide. A sulfonamide antibiotic, it is used as a diuretic to treat oedema (including that associated with heart failure) and hypertension. It has a role as a diuretic and an antihypertensive agent. It is a benzothiadiazine and a sulfonamide antibiotic.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- 6-chloro-3-(dichloromethyl)-1,1-dioxo-3,4-dihydro-2H-1λ6,2,4-benzothiadiazine-7-sulfonamide
- CAS number
- 133-67-5 CAS number cross-checked
- EC number
- 205-118-8
- Molecular formula
- C8H8Cl3N3O4S2
- UNII
- Q58C92TUN0
- MDL number
- MFCD00057315
- InChIKey
- LMJSLTNSBFUCMU-UHFFFAOYSA-N
- InChI
- InChI=1S/C8H8Cl3N3O4S2/c9-3-1-4-6(2-5(3)19(12,15)16)20(17,18)14-8(13-4)7(10)11/h1-2,7-8,13-14H,(H2,12,15,16)
- SMILES (canonical and isomeric)
- C1=C2C(=CC(=C1Cl)S(=O)(=O)N)S(=O)(=O)NC(N2)C(Cl)Cl
Synonyms
- Trichloromethiazide
- Naqua
- Metahydrin
- Trichlormetazid
- Trichlormethiazid
- Diurazida
- Trichlorex
- Diuroral
- Esmarin
- Fluitran
- Gangesol
- Hydrotrichlorothiazide
- Flutra
- Nakva
- Triclordiuride
- Trichlormas
- Triflumen
- Eurinol
- Triclormetiazida
- Triclormetiazide
- Trichloromethiadiazide
- Ciba 7057-Su
- Trichlordiuride
- Salurin (wadel)
- Trichlormethiazidum
Show all 38 synonymsShow fewer synonyms
- 3-Dichloromethylhydrochlorothiazide
- 2H-1,2,4-Benzothiadiazine-7-sulfonamide, 6-chloro-3-(dichloromethyl)-3,4-dihydro-, 1,1-dioxide
- 3-Dichloromethyl-6-chloro-7-sulfamyl-3,4-dihydro-1,2,4-benzothiadiazine 1,1-dioxide
- 6-chloro-3-(dichloromethyl)-1,1-dioxo-3,4-dihydro-2H-1$l^{6},2,4-benzothiadiazine-7-sulfonamide
- 6-chloro-3-(dichloromethyl)-1,1-dioxo-3,4-dihydro-2H-1lambda6,2,4-benzothiadiazine-7-sulfonamide
- 6-chloro-3-(dichloromethyl)-1,1-dioxo-3,4-dihydro-2H-1$l^(6),2,4-benzothiadiazine-7-sulfonamide
- (3RS)-6-Chloro-3-dichloromethyl-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide
- Intromene
- Achletin
- Aponorin
- Cretonin
- Chlopolidine
- Isestran
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
| Appearance | Crystals from methanol + acetone + waterexp.Measured value |
|---|---|
| Odour | ODORLESS OR HAS SLIGHT CHARACTERISTIC ODORexp.Measured value |
| Solubility | @ 25 °C: 0.8 MG/ML IN WATER, 21 MG/ML IN ETHANOL, 60 MG/ML IN METHANOLexp.Measured value |
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 380.66 g/molcalc.Computed value |
|---|---|
| Exact mass | 378.9022 Dacalc.Computed value |
| LogP (octanol/water) | 0.82calc.Computed value |
| Topological polar surface area | 118.4 Ųcalc.Computed value |
| Hydrogen bond donors | 3calc.Computed value |
| Hydrogen bond acceptors | 5calc.Computed value |
| Rotatable bonds | 2calc.Computed value |
| Heavy atoms | 20calc.Computed value |
| Rings | 2calc.Computed value |
| Aromatic rings | 1calc.Computed value |
| Fraction sp3 carbons | 0.25calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 1calc.Computed value |
| Lipinski rule of five | Passes (0 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
O=S1(=O)NCNc2ccccc21
2 rings, 12 atoms, the 2H-1,2,4-Benzothiadiazine, 3,4-dihydro-, 1,1-dioxide ring system.
123 other chemicals share this scaffoldSafety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H317May cause an allergic skin reaction.
- H334May cause allergy or asthma symptoms or breathing difficulties if inhaled.
Precautionary statements (15)
- P233Keep container tightly closed.
- P260Do not breathe dust, fume, gas, mist, vapours or spray.
- P261Avoid breathing dust, fume, gas, mist, vapours or spray.
- P271Use only outdoors or in a well-ventilated area.
- P272Contaminated work clothing should not be allowed out of the workplace.
- P280Wear protective gloves, protective clothing, eye protection and face protection.
- P284In case of inadequate ventilation wear respiratory protection.
- P302 + P352If on skin: Wash with plenty of water.
- P304 + P340If inhaled: Remove person to fresh air and keep comfortable for breathing.
- P321Specific treatment (see supplemental first aid instructions on the label).
- P333 + P317If skin irritation or rash occurs: Get medical help.
- P342 + P316If experiencing respiratory symptoms: Get emergency medical help immediately.
- P362 + P364Take off contaminated clothing. And wash it before reuse.
- P403Store in a well-ventilated place.
- P501Dispose of contents and container in accordance with local regulations.
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aidTrichlormethiazide suppliers
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- China, Qingdao ManufacturerUnclaimed profileTrichlormethiazideGrade, purity and minimum order on requestPrice on request
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Where suppliers are based
69 suppliers in 14 countries
- United States29
- China22
- United Kingdom3
- Canada2
- Germany2
- Spain2
- and 8 more countries
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Trichlormethiazide price
Indicative price range per kg from live supplier offers
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Uses and applications
What the substance is used for, by industry and function
Therapeutic category: Diuretic, antihypertensive, THERAP CAT (VET): Diuretic.
Use classes: Pharmaceuticals, Animal Drugs.
Industries and functions
Pharmacological actions
- Antihypertensive Agents
- Diuretics
- Sodium Chloride Symporter Inhibitors
Roles
- antihypertensive agent
- cardiovascular drug
- diuretic
- pharmaceutical
Pharmacology
Trichlormethiazide is a short-acting, 3-dichloromethyl derivative of hydrochlorothiazide, belonging to the class of thiazide diuretics.
How it is made
Destevens et al, experientia 16, 113 (1960), sherlock et al, experientia 16 184 (1960).
By reacting 4-amino-6-chloro-m-benzene-disulfonamide with dichloroacetaldehyde, or acetal thereof, in suitable condensation environment. Us patents 3,163,645 & 3,264,292.
Chloral + 5-chloroaniline-2,4-disulfonamide (carbonyl condensation).
Regulatory status
Inventories, regulations and trade controls that list this substance
Health and food
- Active ingredient in FDA approved drug labels
United States
- TSCA inventory (USA)Status: Active in US commerce
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Trichlormethiazide is traded under.
Sulphonamides, other
- United States23.6%
- Slovenia19.1%
- Spain11.7%
* Partner reported figures, a lower bound.
The HS code shown for Trichlormethiazide is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Trichlormethiazide, based on the data on this page
What is Trichlormethiazide?
What is the CAS number of Trichlormethiazide?
What is the molecular formula and weight of Trichlormethiazide?
What is Trichlormethiazide used for?
Is Trichlormethiazide hazardous?
What is the HS code of Trichlormethiazide?
Where can I buy Trichlormethiazide?
What is the price of Trichlormethiazide?
Guides for buyers
Practical guides that help when you source, ship or handle Trichlormethiazide
- Article, QualityPharma grades explained: IP vs BP vs USP vs EPWhat the Indian, British, US and European pharmacopoeias are, how their monographs differ, what multi grade claims mean and why a grade alone does not make a product fit for medicines.Read
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.Read
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