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Naproxen

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Identification
Molecular formula
C16H21NO4S
CAS number
56189-09-4
IUPAC name
4-(dipropylsulfamoyl)benzoic acid
State
State

At room temperature, this compound exists as a solid.

Melting point (Celsius)
152.00
Melting point (Kelvin)
425.00
Boiling point (Celsius)
475.00
Boiling point (Kelvin)
748.00
General information
Molecular weight
283.37g/mol
Molar mass
283.3660g/mol
Density
1.2700g/cm3
Appearence

This compound is a white to off-white crystalline powder. It is often found in pharmaceutical forms as a part of medication formulations.

Comment on solubility

Solubility of 4-(Dipropylsulfamoyl)benzoic Acid

The solubility of 4-(dipropylsulfamoyl)benzoic acid (C16H21NO4S) can be characterized by a few notable aspects:

  • Polarity: This compound features a sulfonamide functional group which generally increases polarity, suggesting a greater tendency to dissolve in polar solvents.
  • Hydrophobic Characteristics: The presence of the dipropyl chains introduces hydrophobic portions that might hinder solubility in polar solvents like water.
  • Potential Solvents: Likely soluble in polar organic solvents such as methanol, ethanol, and dimethyl sulfoxide (DMSO).
  • Temperature Effects: As with many organic compounds, solubility may increase with temperature, so higher temperatures could enhance its dissolution in suitable solvents.

In summary, while 4-(dipropylsulfamoyl)benzoic acid could exhibit moderate solubility in certain polar solvents, its overall solubility is affected by the balance of its hydrophilic and hydrophobic groups. Understanding these properties can assist in effectively utilizing this compound in applications requiring specific solubility conditions.

Interesting facts

Interesting Facts about 4-(Dipropylsulfamoyl)benzoic Acid

The compound 4-(dipropylsulfamoyl)benzoic acid is a significant chemical in the field of medicinal chemistry, particularly due to its applications in pharmaceuticals and agrochemicals. Here are some noteworthy aspects of this intriguing compound:

  • Sulfonamide Derivative: This compound belongs to the class of sulfonamides, which are widely recognized for their antibacterial properties. Their ability to interfere with bacterial growth has paved the way for various antibiotic formulations.
  • Functional Groups: The presence of both a benzoic acid moiety and a sulfamoyl group enhances its reactivity, making it a valuable intermediate for synthesizing more complex compounds.
  • Pharmacological Potential: Researchers are investigating similar compounds for potential use in treating conditions such as cancer and viral infections, indicating that structural modifications like the addition of dipropylsulfamoyl may yield novel therapeutic agents.
  • Industrial Uses: Beyond pharmaceuticals, derivatives of benzoic acid are extensively used in the manufacture of dyes, fragrances, and plastics, showcasing their versatility in various industries.
  • Mechanism of Action: The sulfonamide functional group is known to mimic para-aminobenzoic acid (PABA), preventing bacterial cells from synthesizing folic acid, which is crucial for their growth, thus making sulfonamides effective antibacterial agents.

Moreover, as students of chemistry, understanding compounds like 4-(dipropylsulfamoyl)benzoic acid can illuminate important concepts such as structure-activity relationships (SAR) in drug design. As the world continues to face challenges from resistant bacterial strains, compounds like this offer hope for the development of newer, more effective treatments.

Ultimately, the study of such compounds is a reminder of the intricate connection between chemical structure and biological function, underscoring the importance of chemistry in enhancing human health and industry alike.

Synonyms
probenecid
57-66-9
4-(Dipropylsulfamoyl)benzoic acid
Probenecid acid
Benemid
Probalan
Probecid
Probenemid
Benecid
Benuryl
p-(Dipropylsulfamoyl)benzoic acid
Probenecide
Prolongine
Apurina
Probexin
Tubophan
Uricosid
Proben
Synergid R
Probenecidum
Probenecida
Benemide
Probenid
Robenecid
4-[(dipropylamino)sulfonyl]benzoic acid
4-((Dipropylamino)sulfonyl)benzoic acid
4-(Di-n-propylsulfamoyl)benzoesaeure
Probenate
4-(N,N-Dipropylsulfamoyl)benzoesaeure
NCI-C56097
Benzoic acid, p-(dipropylsulfamoyl)-
p-(Dipropylsulfamyl)benzoic acid
Probenecide [INN-French]
Probenecidum [INN-Latin]
Probenecida [INN-Spanish]
Benzoic acid, 4-[(dipropylamino)sulfonyl]-
NSC 18786
CCRIS 3643
CHEBI:8426
HSDB 3387
Benzoic acid, 4-((dipropylamino)sulfonyl)-
EINECS 200-344-3
MFCD00038402
NSC-18786
BRN 2815775
DTXSID9021188
UNII-PO572Z7917
Probenecid (Standard)
AI3-50078
CHEMBL897
PO572Z7917
MLS000028496
DTXCID901188
4-Dipropylsulfamoyl-benzoic acid
Probenecid [USP:INN:BAN:JAN]
NSC18786
PROBEN-C COMPONENT PROBENECID
COLBENEMID COMPONENT PROBENECID
PROBAMPACIN COMPONENT PROBENECID
CAS-57-66-9
probenicid
NCGC00016251-08
SMR000058280
COL-PROBENECID COMPONENT PROBENECID
Probenecide (INN-French)
Probenecidum (INN-Latin)
Probenecida (INN-Spanish)
PROBENECID (MART.)
PROBENECID [MART.]
PROBENECID (USP-RS)
PROBENECID [USP-RS]
PROBENECID (EP IMPURITY)
PROBENECID [EP IMPURITY]
PROBENECID (EP MONOGRAPH)
PROBENECID (USP IMPURITY)
PROBENECID [EP MONOGRAPH]
PROBENECID [USP IMPURITY]
Probenecid (USP:INN:BAN:JAN)
PROBENECID (USP MONOGRAPH)
PROBENECID [USP MONOGRAPH]
Benemid (TN)
4-(N,N-Dipropylsulfamoyl)benzoic Acid
PROB
SR-01000003108
SK-Probenecid
RTO
Prestwick_809
Probenecid (Benemid)
Spectrum_000834
ColBenemid (Salt/Mix)
Opera_ID_677
PROBENECID [MI]
PROBENECID [INN]
PROBENECID [JAN]
Prestwick0_000542
Prestwick1_000542
Prestwick2_000542
Prestwick3_000542
Spectrum2_001294
Spectrum3_000554
Spectrum4_000486
Spectrum5_001419
PROBENECID [HSDB]
Benemid; Benecid; Benuryl
Epitope ID:180853
SCHEMBL3663
PROBENECID [WHO-DD]
PROBENECID [WHO-IP]
BIDD:PXR0092
Oprea1_416955
WLN: QVR DSWN3&3
BSPBio_000583
BSPBio_002227
KBioGR_000971
KBioSS_001314
MLS001076472
BIDD:GT0626
DivK1c_000056
SPECTRUM1500502
SPBio_001327
SPBio_002504
BPBio1_000643
GTPL4357
Probenecid (JP18/USP/INN)
Probenecid - Bio-X trade mark
PROBENECID [ORANGE BOOK]
HMS500C18
HY-B0545R
KBio1_000056
KBio2_001314
KBio2_003882
KBio2_006450
KBio3_001727
Probenecide, 1mg/ml in Methanol
M04AB01
NINDS_000056
HMS1569N05
HMS1920J22
HMS2092C03
HMS2096N05
HMS2233N05
HMS3259G04
HMS3369L18
HMS3652O17
HMS3713N05
HMS3743E07
HMS3885I18
p-(Dipropylsulfamoyl) benzoic acid
Pharmakon1600-01500502
4-(Dipropylsulfamoyl) benzoic acid
ALBB-025846
BCP21785
HY-B0545
ORLYNVAH COMPONENT PROBENECID
probenate (see under pivampicillin)
PROBENECIDUM [WHO-IP LATIN]
PXB65787
STR06053
4-(Di-n-propylsulfamoyl)benzoesaure
Tox21_110328
Tox21_202110
Tox21_302928
BDBM50206509
CCG-39232
NSC757292
s4022
STL229614
4-(Dipropylaminosulfonyl)benzoic acid
4-(N,N-Dipropylsulfamoyl)benzoesaure
4-Dipropylsulfamoyl-benzoic acid anion
AKOS000165123
Tox21_110328_1
AC-2023
DB01032
FD27163
HC 5006
NC00530
NC1-C56097
NSC-757292
SB17360
IDI1_000056
PROBENECID COMPONENT OF PROBEN-C
4-[(dipropylamino)sulphonyl]benzoic acid
NCGC00016251-01
NCGC00016251-02
NCGC00016251-03
NCGC00016251-04
NCGC00016251-05
NCGC00016251-06
NCGC00016251-07
NCGC00016251-09
NCGC00016251-10
NCGC00016251-13
NCGC00016251-17
NCGC00023829-03
NCGC00023829-04
NCGC00023829-05
NCGC00023829-06
NCGC00023829-07
NCGC00256441-01
NCGC00259659-01
PROBENECID COMPONENT OF COLBENEMID
BP166195
PROBENECID COMPONENT OF PROBAMPACIN
4-(N,N-dipropylaminosulphonyl)benzoic acid
Benzoic acid, 4-((dipropylamino)sulfonyl)
SBI-0051492.P003
4-Dipropylsulfamoyl-benzoic acid(probenecid)
AB00052080
CS-0695004
NS00004996
P1975
PROBENECID COMPONENT OF COL-PROBENECID
SW196943-3
EN300-69677
C07372
D00475
D92177
AB00052080_15
AB00052080_16
Q900898
SR-01000003108-2
SR-01000003108-3
BRD-K95237249-001-05-9
BRD-K95237249-001-15-8
BRD-K95237249-001-25-7
BRD-K95237249-001-26-5
Z53037954
Probenecid, European Pharmacopoeia (EP) Reference Standard
Probenecid, United States Pharmacopeia (USP) Reference Standard
4-(Dipropylamino)sulfonylbenzoic acid;p-(Dipropylsulfamoyl)benzoic acid;Apurina
4-[(Dipropylamino)sulfonyl]benzoic acid;p-(Dipropylsulfamoyl)benzoic acid;Apurina
200-344-3