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Xipamide

Product Name
Xipamide
CAS No.
14293-44-8
Chemical Name
Xipamide
Synonyms
Be-1293;Xipamide;Bei-1293;Aquaphor;LuMitens;MJF-10938;Chronexan;Aquaphor(diuretic);XIPAMIDE (IN HOUSE);4-Chloro-5-sulfamoyl-2',6'-salicyloxylidide
CBNumber
CB7875012
Molecular Formula
C15H15ClN2O4S
Formula Weight
354.81
MOL File
14293-44-8.mol
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Xipamide Property

Melting point:
255-256 °C
Density 
1.2743 (rough estimate)
refractive index 
1.6100 (estimate)
storage temp. 
Inert atmosphere,Store in freezer, under -20°C
solubility 
DMSO: soluble20mg/mL, clear
pka
pKa 4.75±0.04(0.4% MeOH in H2O) (Uncertain)
form 
powder
color 
white to beige
Water Solubility 
58mg/L(25 ºC)
CAS DataBase Reference
14293-44-8(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26
WGK Germany 
3
HS Code 
2935909099
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML0915
Product name
Xipamide
Purity
≥98% (HPLC)
Packaging
10mg
Price
$58.9
Updated
2024/03/01
Sigma-Aldrich
Product number
SML0915
Product name
Xipamide
Purity
≥98% (HPLC)
Packaging
50mg
Price
$239
Updated
2024/03/01
TCI Chemical
Product number
X0079
Product name
Xipamide
Packaging
250MG
Price
$354
Updated
2024/03/01
TCI Chemical
Product number
X0079
Product name
Xipamide
Packaging
50MG
Price
$148
Updated
2022/04/27
TRC
Product number
X745150
Product name
Xipamide
Packaging
250mg
Price
$400
Updated
2021/12/16
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Xipamide Chemical Properties,Usage,Production

Chemical Properties

Off-White Solid

Originator

Aquaphor,Beiersdorf,W. Germany ,1971

Uses

Xipamide is a diuretic and antihypertensive agent.

Definition

ChEBI: Xipamide is a member of benzamides.

Manufacturing Process

The 4-chloro-5-sulfamyl salicylic acid used as starting point was prepared in the following way:
(a) 4-Chloro-5-Chlorosulfonyl Salicylic Acid: 100 grams 4-chloro salicylic acid was added portionwise with stirring at about -5°C to 275 ml chlorosulfonic acid. The temperature was not allowed to rise above +3°C. At the end of the addition, the solution formed was stirred for 1 hour in an ice bath, then for 1 hour at 20°C and finally for 2 1/2 hours at 80°C oil bath temperature. Then the dark brown solution, after ensuing slow cooling with vigorous stirring, was poured onto ice; the precipitate was vacuum filtered, washed with water and dried. After recrystallization from toluene the compound formed had a melting point of 181° to 183°C.
(b) 4-Chloro-5-Sulfamyl Salicylic Acid: 40 grams 4-chloro-5-chlorosulfonyl salicylic acid obtained from (a) was added portionwise with stirring to 250 ml liquid ammonia. This was allowed to stand for 2 hours, then the precipitate was vacuum filtered and dissolved in 500 ml water. The solution was filtered and the filtrate was treated with 2 N hydrochloric acid until no more precipitation occurred. The 4-chloro-5-sulfamyl salicylic acid obtained as the precipitate was filtered off and finally recrystallized from water, MP 258° to 260°C.
5.0 grams 4-chloro-5-sulfamyl salicylic acid was suspended in 100 ml water- free chlorobenzene and then 2.44 grams of 2,6-dimethylaniline and 0.9 ml phosphorus trichloride were added to the suspension in turn. The reaction mixture was heated under reflux for 5 hours. After cooling, the chlorobenzene was separated from the precipitate by decantation. The latter was finally collected on a filter and washed, first with chlorobenzene and, after drying, with 2 N hydrochloric acid and water. The compound obtained by recrystallization from methanol had a melting point of 256°C.

Therapeutic Function

Diuretic, Antihypertensive

Clinical Use

Thiazide diuretic:
Hypertension
Oedema

Drug interactions

Potentially hazardous interactions with other drugs
Analgesics: increased risk of nephrotoxicity with NSAIDs; antagonism of diuretic effect.
Anti-arrhythmics: hypokalaemia leads to increased cardiac toxicity; effects of lidocaine and mexiletine antagonised.
Antibacterials: avoid administration with lymecycline.
Antidepressants: increased risk of hypokalaemia with reboxetine; enhanced hypotensive effect with MAOIs; increased risk of postural hypotension with tricyclics.
Antiepileptics: increased risk of hyponatraemia with carbamazepine.
Antifungals: increased risk of hypokalaemia with amphotericin.
Antihypertensives: enhanced hypotensive effect; increased risk of first dose hypotension with postsynaptic alpha-blockers like prazosin; hypokalaemia increases risk of ventricular arrhythmias with sotalol.
Antipsychotics: hypokalaemia increases risk of ventricular arrhythmias with amisulpride; enhanced hypotensive effect with phenothiazines; hypokalaemia increases risk of ventricular arrhythmias with pimozide - avoid concomitant use.
Atomoxetine: hypokalaemia increases risk of ventricular arrhythmias.
Cardiac glycosides: increased toxicity if hypokalaemia occurs.
Ciclosporin: increased risk of nephrotoxicity and possibly hypomagnesaemia.
Cytotoxics: increased risk of ventricular arrhythmias due to hypokalaemia with arsenic trioxide; increased risk of nephrotoxicity and ototoxicity with platinum compounds.
Lithium excretion reduced (increased toxicity).

Metabolism

Xipamide is excreted in the urine, partly unchanged and partly in the form of the glucuronide metabolite.
In patients with renal impairment excretion in the bile becomes more prominent.

Xipamide Preparation Products And Raw materials

Raw materials

Preparation Products

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Xipamide Suppliers

HBCChem, Inc.
Tel
+1-510-219-6317
Fax
+1-650-486-1361
Email
sales@hbcchem.com
Country
United States
ProdList
10648
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60
Alfa Chemistry
Tel
1-516-6625404
Fax
1-516-927-0118
Email
support@alfa-chemistry.com
Country
United States
ProdList
9171
Advantage
60
Creative Peptides
Tel
Email
info@creative-peptides.com
Country
United States
ProdList
6083
Advantage
56
TargetMol Chemicals Inc.
Tel
+1-781-999-5354 +1-00000000000
Email
marketing@targetmol.com
Country
United States
ProdList
32161
Advantage
58
Alchem Pharmtech,Inc.
Tel
8485655694
Email
sales@alchempharmtech.com
Country
United States
ProdList
63687
Advantage
58
Aladdin Scientific
Tel
+1-+1(833)-552-7181
Email
sales@aladdinsci.com
Country
United States
ProdList
57505
Advantage
58
Wonda Science
Tel
--
Fax
--
Email
wonda@wondascience.com
Country
United States
ProdList
2192
Advantage
50
United States Biological
Tel
--
Fax
--
Email
chemicals@usbio.net
Country
United States
ProdList
6214
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80
MedChemExpress
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--
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Email
sales@medchemexpress.com
Country
United States
ProdList
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SynQuest Laboratories, Inc.
Tel
--
Fax
--
Email
info@synquestlabs.com
Country
United States
ProdList
6871
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62
Riedel-de Haen AG
Tel
--
Fax
--
Country
United States
ProdList
6773
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Matrix Scientific
Tel
--
Fax
--
Email
sales@matrixscientific.com
Country
United States
ProdList
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SynFine Research
Tel
--
Fax
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Email
research@synfine.com
Country
United States
ProdList
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Waterstone Technology, LLC
Tel
--
Fax
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Email
sales@waterstonetech.com
Country
United States
ProdList
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AK Scientific, Inc.
Tel
--
Fax
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Email
sales@aksci.com
Country
United States
ProdList
6347
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Dishman Europe Ltd
Tel
--
Fax
--
Email
info@dishman-europe.com
Country
United States
ProdList
622
Advantage
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View Lastest Price from Xipamide manufacturers

Career Henan Chemical Co
Product
Xipamide 14293-44-8
Price
US $1.00/KG
Min. Order
1KG
Purity
Min98% HPLC
Supply Ability
g/kg/ton
Release date
2020-01-29

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