Cyclothiazide (CAS 2259-96-3): price, suppliers and safety

What is Cyclothiazide?

Plain description, key identifiers and synonyms

Cyclothiazide is 3,4-Dihydro-2H-1,2,4-benzothiadiazine 1,1-dioxide substituted at positions 3, 5 and 6 by a 2-norbornen-5-yl group, chlorine, and a sulfonamide group, respectively. A thiazide diuretic, it has been used in the management of hypertension and oedema. It has a role as a diuretic and an antihypertensive agent.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name: 3-(2-bicyclo[2.2.1]hept-5-enyl)-6-chloro-1,1-dioxo-3,4-dihydro-2H-1λ6,2,4-benzothiadiazine-7-sulfonamide
CAS number: 2259-96-3 CAS number cross-checked
EC number: 218-859-7
Molecular formula: C₁₄H₁₆ClN₃O₄S₂
UNII: P71U09G5BW
MDL number: MFCD00210192
InChIKey: BOCUKUHCLICSIY-UHFFFAOYSA-N
InChI: InChI=1S/C14H16ClN3O4S2/c15-10-5-11-13(6-12(10)23(16,19)20)24(21,22)18-14(17-11)9-4-7-1-2-8(9)3-7/h1-2,5-9,14,17-18H,3-4H2,(H2,16,19,20)
SMILES (canonical and isomeric): C1C2CC(C1C=C2)C3NC4=CC(=C(C=C4S(=O)(=O)N3)S(=O)(=O)N)Cl

Synonyms

Anhydron
Aquirel
Fluidil
Renazide
Valmiran
Doburil
Ciclotiazida
Ciclotiazide
Cyclothiazidum
MDi 193
Lilly 35,483
6-Chloro-3,4-dihydro-3-(5-norbornen-2-yl)-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide
6-Chloro-3,4-dihydro-3-(2-norbornen-5-yl)-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide
6-Chloro-3,4-dihydro-3-(2-norbornen-5-yl)-7-sulfamoyl-1,2,4-benzothiadiazine 1,1-dioxide
6-Chloro-3-(2-norbornen-5-yl)-7-sulfamyl-3,4-dihydro-1,2,4-benzothiadiazine 1,1-dioxide
2H-1,2,4-Benzothiadiazine-7-sulfonamide, 6-chloro-3,4-dihydro-3-(5-norbornen-2-yl)-, 1,1-dioxide
2H-1,2,4-Benzothiadiazine-7-sulfonamide, 3-bicyclo(2.2.1)hept-5-en-2-yl-6-chloro-3,4-dihydro-, 1,1-dioxide
2H-1,2,4-Benzothiadiazine-7-sulfonamide, 3-bicyclo[2.2.1]hept-5-en-2-yl-6-chloro-3,4-dihydro-, 1,1-dioxide
6-Chloro-3,4-dihydro-3-(norbornen-2-yl)-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide
3-{bicyclo[2.2.1]hept-5-en-2-yl}-6-chloro-1,1-dioxo-3,4-dihydro-2H-1$l^{6},2,4-benzothiadiazine-7-sulfonamide
3-(bicyclo(2.2.1)hept-5-en-2-yl)-6-chloro-1,1-dioxo-3,4-dihydro-2H-1$l^(6),2,4-benzothiadiazine-7-sulfonamide
6-Chloro-3,4-dihydro-3-(2-norbornen-5-yl)-2H-1,2-4-benzothiadiazine-7-sulfonamide 1,1-dioxide
2H-1,2,4-Benzothiadiazine-7-sulfonamide,3-bicyclo[2.2.1]hept-5-en-2-yl-6-chloro-3,4-dihydro-, 1,1-dioxide
3-(2-bicyclo[2.2.1]hept-5-enyl)-6-chloro-1,1-dioxo-3,4-dihydro-2H-1lambda6,2,4-benzothiadiazine-7-sulfonamide
3-(bicyclo[2.2.1]hept-5-en-2-yl)-6-chloro-3,4-dihydro-2H-benzo[e][1,2,4]thiadiazine-7-sulfonamide 1,1-dioxide

Show all 33 synonyms

3-Bicyclo(2.2.1)hept-5-en-2-yl-6-chloro-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide
Anhydron (TN)
3-Bicyclo[2.2.1]hept-5-en-2-yl-6-chloro-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide
Cyclothiazide (JAN/USAN/INN)
3-(bicyclo[2.2.1]hept-5-en-2-yl)-6-chloro-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide
Lilly 35483, MDi 193, Renazide, Valmiran
Cyclothiazide (Standard)
Lilly 35483

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 dilute alcoholexp.
Odour	PRACTICALLY ODORLESSexp.
Melting point	234 °Cexp.
Solubility	FREELY SOL IN ACETONE, ETHYL ACETATE, METHANOL, SPARINGLY SOL IN ALC, PRACTICALLY INSOL IN WATER, PRACTICALLY INSOL IN CHLOROFORM, ETHERexp.

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	389.89 g/molcalc.
Exact mass	389.0271 Dacalc.
LogP (octanol/water)	1.23calc.
Topological polar surface area	118.4 Å²calc.
Hydrogen bond donors	3calc.
Hydrogen bond acceptors	5calc.
Rotatable bonds	2calc.
Heavy atoms	24calc.
Rings	4calc.
Aromatic rings	1calc.
Fraction sp3 carbons	0.43calc.
Formal charge	0calc.
Stereocentres	4calc.
Lipinski rule of five	Passes (0 violations)calc.

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)NC(C2CC3C=CC2C3)Nc2ccccc21

4 rings, 19 atoms.

1 other chemical share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

GHS signal word

Warning

Harmful or irritant

Hazard statements

H315Causes skin irritation.
H319Causes serious eye irritation.
H335May cause respiratory irritation.

Precautionary statements (16)

P261Avoid breathing dust, fume, gas, mist, vapours or spray.
P264Wash skin thoroughly after handling.
P264 + P265Wash skin thoroughly after handling. Do not touch eyes.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves, protective clothing, eye protection and face protection.
P302 + P352If on skin: Wash with plenty of water.
P304 + P340If inhaled: Remove person to fresh air and keep comfortable for breathing.
P305 + P351 + P338If in eyes: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P319Get medical help if you feel unwell.
P321Specific treatment (see supplemental first aid instructions on the label).
P332 + P317If skin irritation occurs: Get medical help.
P337 + P317If eye irritation persists: Get medical help.
P362 + P364Take off contaminated clothing. And wash it before reuse.
P403 + P233Store in a well-ventilated place. Keep container tightly closed.
P405Store locked up.
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 aid

Cyclothiazide suppliers

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All 26 suppliers

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Kunming Zehao Science & Technology Co., Ltd.
China, KunmingUnclaimed profile
CyclothiazideGrade, purity and minimum order on request
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Accela ChemBio Inc.
United States, San DiegoUnclaimed profile
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AChemBlock
United States, HaywardUnclaimed profile
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Achemtek
United States, WoburnUnclaimed profile
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AiFChem
United States, SomervilleUnclaimed profile
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Ambeed, Inc.
United States, Buffalo GroveUnclaimed profile
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Ambinter
France, OrleansUnclaimed profile
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AvaChem Scientific LLC
United StatesUnclaimed profile
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BioCrick
China, ChengduUnclaimed profile
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Chem-Impex
United States, Wood DaleUnclaimed profile
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Where suppliers are based

26 suppliers in 7 countries

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Cyclothiazide 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.

Industries and functions

Antihypertensives in pharmaceuticals

Pharmacological actions

Antihypertensive Agents
Diuretics

Roles

antihypertensive agent
cardiovascular drug
diuretic
pharmaceutical

Pharmacology

Cyclothiazide is a benzothiadiazide belonging to the class of thiazide diuretics. Cyclothiazide is indicated as adjunctive therapy in edema and in the treatment of hypertension. In addition, this agent is capable of inhibiting rapid desensitization of the ionotropic alpha-amino-3-hydroxy-5-methylisoxazole-4-propionic acid (AMPA)-type glutamate receptors, thereby potentiating glutamate responses which may induce seizures activity. Cyclothiazide was also found to inhibit gamma-aminobutyric acid (GABA)-A receptors.

How it is made

Prepn: C.W. Whitehead et al., J Org Chem 26, 2814 (1961), E. Muller, K. Hasspacher, U.S. pat 3,275,625 (1966 to Boehringer, Ong).

3-Chloroaniline is acylated with chlorosulfonic acid to produce 4,6-disulfonyl chloride which is then amidated with ammonia to give 4,6-disulfonamide. Heating latter with 5-norbornene-2-carboxaldehyde results in cyclization through double condensation. Patent 3,275,625.

Regulatory status

Inventories, regulations and trade controls that list this substance

No regulatory list memberships are recorded for this substance yet. Always check the rules of the importing and exporting country before trade.

HS code and trade data

Customs classification and reported world trade statistics

Global trade

World import and export statistics for the HS code Cyclothiazide is traded under.

HS 2935.90Indicative HS code

Sulphonamides, other

World exports in 2024

$5.64B

−11.0% vs 2023, imports $8.56B

2019 to 2024

Top exporters

Ireland43.1%
China12.0%
India * partner reported9.5%

Top importers

* Partner reported figures, a lower bound.

Reported customs values in USD, not prices.Full trade data

The HS code shown for Cyclothiazide is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.

Parent and salt forms, stereoisomers, similar structures and isomers

Similar structures

Nearest neighbours by Morgan fingerprint Tanimoto similarity

Cycloteriam chemical structure, C26H27ClN10O4S2, CAS 61356-20-5

66% similar

Cycloteriam61356-20-5C₂₆H₂₇ClN₁₀O₄S₂

Same formula isomers

Different compounds that share this molecular formula

All isomers

N-(5-{4-Chloro-3-[(2-hydroxyethyl)sulfamoyl]phenyl}-4-methyl-1,3-thiazol-2-yl)acetamide chemical structure, C14H16ClN3O4S2, CAS 593960-11-3

N-(5-{4-Chloro-3-[(2-hydroxyethyl)sulfamoyl]phenyl}-4-methyl-1,3-thiazol-2-yl)acetamide593960-11-3C₁₄H₁₆ClN₃O₄S₂1 supplier

1-((5-Chlorothiophen-2-yl)sulfonyl)-N-(3-methylisoxazol-5-yl)piperidine-3-carboxamide chemical structure, C14H16ClN3O4S2, CAS 1021224-67-8

1-((5-Chlorothiophen-2-yl)sulfonyl)-N-(3-methylisoxazol-5-yl)piperidine-3-carboxamide1021224-67-8C₁₄H₁₆ClN₃O₄S₂

1-[(5-Chlorothiophen-2-yl)sulfonyl]-N-(3-methyl-1,2-oxazol-5-yl)piperidine-4-carboxamide chemical structure, C14H16ClN3O4S2, CAS 1021250-08-7

1-[(5-Chlorothiophen-2-yl)sulfonyl]-N-(3-methyl-1,2-oxazol-5-yl)piperidine-4-carboxamide1021250-08-7C₁₄H₁₆ClN₃O₄S₂

4-[(2-Chloro-1,3-thiazol-5-yl)methoxy]-N-morpholinobenzenesulfonamide chemical structure, C14H16ClN3O4S2, CAS 860649-04-3

4-[(2-Chloro-1,3-thiazol-5-yl)methoxy]-N-morpholinobenzenesulfonamide860649-04-3C₁₄H₁₆ClN₃O₄S₂

N-[5-(Butylsulfonyl)-1,3,4-thiadiazol-2-yl]-3-chloro-4-methoxybenzamide chemical structure, C14H16ClN3O4S2, CAS 895840-55-8

N-[5-(Butylsulfonyl)-1,3,4-thiadiazol-2-yl]-3-chloro-4-methoxybenzamide895840-55-8C₁₄H₁₆ClN₃O₄S₂

6-Chloro-N-[3-(dimethylsulfamoyl)-4-methylphenyl]pyridine-3-sulfonamide chemical structure, C14H16ClN3O4S2, CAS 790707-45-8

6-Chloro-N-[3-(dimethylsulfamoyl)-4-methylphenyl]pyridine-3-sulfonamide790707-45-8C₁₄H₁₆ClN₃O₄S₂

2-(4-Chloro-3,5-dimethylphenoxy)-N-(5-methanesulfonyl-1,3,4-thiadiazol-2-yl)propanamide chemical structure, C14H16ClN3O4S2, CAS 905766-47-4

2-(4-Chloro-3,5-dimethylphenoxy)-N-(5-methanesulfonyl-1,3,4-thiadiazol-2-yl)propanamide905766-47-4C₁₄H₁₆ClN₃O₄S₂

4-Chloro-N-(1-(1,1-dioxidotetrahydrothiophen-3-yl)-3-methyl-1H-pyrazol-5-yl)benzenesulfonamide chemical structure, C14H16ClN3O4S2, CAS 1170037-99-6

4-Chloro-N-(1-(1,1-dioxidotetrahydrothiophen-3-yl)-3-methyl-1H-pyrazol-5-yl)benzenesulfonamide1170037-99-6C₁₄H₁₆ClN₃O₄S₂

1-((5-Chlorothiophen-2-yl)sulfonyl)-N-(5-methylisoxazol-3-yl)piperidine-4-carboxamide chemical structure, C14H16ClN3O4S2, CAS 900001-61-8

1-((5-Chlorothiophen-2-yl)sulfonyl)-N-(5-methylisoxazol-3-yl)piperidine-4-carboxamide900001-61-8C₁₄H₁₆ClN₃O₄S₂

2-((7-Chloro-1,1-dioxido-4H-benzo[e][1,2,4]thiadiazin-3-yl)thio)-N-((tetrahydrofuran-2-yl)methyl)acetamide chemical structure, C14H16ClN3O4S2, CAS 899734-76-0

2-((7-Chloro-1,1-dioxido-4H-benzo[e][1,2,4]thiadiazin-3-yl)thio)-N-((tetrahydrofuran-2-yl)methyl)acetamide899734-76-0C₁₄H₁₆ClN₃O₄S₂

3-Chloro-N-(1-(1,1-dioxidotetrahydrothiophen-3-yl)-3-methyl-1H-pyrazol-5-yl)benzenesulfonamide chemical structure, C14H16ClN3O4S2, CAS 1172721-00-4

3-Chloro-N-(1-(1,1-dioxidotetrahydrothiophen-3-yl)-3-methyl-1H-pyrazol-5-yl)benzenesulfonamide1172721-00-4C₁₄H₁₆ClN₃O₄S₂

4-((3-((4-Chlorophenyl)sulfonyl)pyrrolidin-1-yl)sulfonyl)-1-methyl-1H-imidazole chemical structure, C14H16ClN3O4S2, CAS 1448047-01-5

4-((3-((4-Chlorophenyl)sulfonyl)pyrrolidin-1-yl)sulfonyl)-1-methyl-1H-imidazole1448047-01-5C₁₄H₁₆ClN₃O₄S₂

Frequently asked questions

Quick answers about Cyclothiazide, based on the data on this page

What is Cyclothiazide?

Cyclothiazide is 3,4-Dihydro-2H-1,2,4-benzothiadiazine 1,1-dioxide substituted at positions 3, 5 and 6 by a 2-norbornen-5-yl group, chlorine, and a sulfonamide group, respectively. A thiazide diuretic, it has been used in the management of hypertension and oedema.

What is the CAS number of Cyclothiazide?

The CAS registry number of Cyclothiazide is 2259-96-3.

What is the molecular formula and weight of Cyclothiazide?

The molecular formula of Cyclothiazide is C14H16ClN3O4S2 and its molar mass is 389.89 g/mol.

What is Cyclothiazide used for?

Therapeutic category: Diuretic, antihypertensive. THERAP CAT (VET): Diuretic. Use classes: Pharmaceuticals.

Is Cyclothiazide hazardous?

Cyclothiazide carries the GHS signal word "Warning". Main hazards: causes skin irritation, causes serious eye irritation, may cause respiratory irritation. This summary is not an SDS, always read the supplier safety data sheet.

What is the HS code of Cyclothiazide?

Cyclothiazide is usually classified under HS code 293590 (Sulphonamides, other). This is indicative, confirm it with your customs broker before shipping.

Where can I buy Cyclothiazide?

CompoundList lists 26 suppliers of Cyclothiazide in United States, China, United Kingdom, France and 3 more. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

What is the price of Cyclothiazide?

Suppliers quote Cyclothiazide on request because prices depend on grade, purity, quantity and destination. A free request on CompoundList gets you several quotes to compare.

Guides for buyers

Practical guides that help when you source, ship or handle Cyclothiazide

Cyclothiazide

Key facts

What is Cyclothiazide?

Identifiers

Synonyms

Physical and chemical properties

Physical and chemical properties

Computed descriptors

Murcko scaffold

Safety and hazards

Hazard statements

Cyclothiazide suppliers

Where suppliers are based

Send one request to many suppliers

Cyclothiazide price

Uses and applications

Industries and functions

Pharmacological actions

Roles

Pharmacology

How it is made

Regulatory status

HS code and trade data

Global trade

Frequently asked questions

What is Cyclothiazide?

What is the CAS number of Cyclothiazide?

What is the molecular formula and weight of Cyclothiazide?

What is Cyclothiazide used for?

Is Cyclothiazide hazardous?

What is the HS code of Cyclothiazide?

Where can I buy Cyclothiazide?

What is the price of Cyclothiazide?

Guides for buyers

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Key facts

What is Cyclothiazide?

Identifiers

Synonyms

Physical and chemical properties

Physical and chemical properties

Computed descriptors

Murcko scaffold

Safety and hazards

Hazard statements

Cyclothiazide suppliers

Where suppliers are based

Send one request to many suppliers

Cyclothiazide price

Uses and applications

Industries and functions

Pharmacological actions

Roles

Pharmacology

How it is made

Regulatory status

HS code and trade data

Global trade

Related chemicals

Similar structures

Same formula isomers

Frequently asked questions

What is Cyclothiazide?

What is the CAS number of Cyclothiazide?

What is the molecular formula and weight of Cyclothiazide?

What is Cyclothiazide used for?

Is Cyclothiazide hazardous?

What is the HS code of Cyclothiazide?

Where can I buy Cyclothiazide?

What is the price of Cyclothiazide?

Guides for buyers

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