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Sulfamethazine

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Identification
Molecular formula
C12H14N4O2S
CAS number
57-68-1
IUPAC name
4-amino-N-(4-methylpyrimidin-2-yl)benzenesulfonamide
State
State

At room temperature, sulfamethazine is a solid.

Melting point (Celsius)
198.00
Melting point (Kelvin)
471.15
Boiling point (Celsius)
299.00
Boiling point (Kelvin)
572.15
General information
Molecular weight
278.34g/mol
Molar mass
278.3320g/mol
Density
1.4393g/cm3
Appearence

Sulfamethazine typically appears as a white or creamy white crystalline powder. It is almost odorless or may have a faint odor.

Comment on solubility

Solubility of 4-amino-N-(4-methylpyrimidin-2-yl)benzenesulfonamide

The solubility of 4-amino-N-(4-methylpyrimidin-2-yl)benzenesulfonamide (C12H14N4O2S) is a crucial aspect for its application and efficacy in various fields. Understanding its solubility behavior can provide valuable insights:

  • Solvent Dependency: This compound tends to exhibit varying solubility depending on the solvent used. It generally dissolves well in polar solvents, such as water and methanol, while showing low solubility in non-polar solvents.
  • pH Influence: The solubility can also be affected by the pH of the solution. In acidic conditions, the solubility may increase due to protonation of the amino group, enhancing interaction with water molecules.
  • Temperature Effects: Increasing the temperature typically increases solubility for many compounds. It can be helpful to assess the solubility of this compound at varying temperatures to determine its behavior in practical scenarios.
  • Crystallinity: The form in which the compound is present (crystalline vs. amorphous) can significantly impact solubility. Amorphous forms often show higher solubility compared to their crystalline counterparts.

In conclusion, the solubility of 4-amino-N-(4-methylpyrimidin-2-yl)benzenesulfonamide is influenced by several factors, making it essential to consider these variables when working with this compound in laboratory and industrial settings.

Interesting facts

Interesting Facts about 4-Amino-N-(4-methylpyrimidin-2-yl)benzenesulfonamide

4-Amino-N-(4-methylpyrimidin-2-yl)benzenesulfonamide, often referred to as a sulfonamide drug, plays a significant role in medicinal chemistry. Here are some key insights about this intriguing compound:

  • Medicinal Applications: This compound belongs to the sulfonamide class of antibiotics, which were among the first types of antibacterial agents developed. It has been utilized in treating bacterial infections effectively.
  • Amino Group Influence: The presence of the amino group significantly contributes to the compound's antibacterial properties. It enhances the recognition and interaction with bacterial enzymes, aiding in inhibiting their growth.
  • Pyrimidine Ring System: The 4-methylpyrimidin-2-yl moiety is notable for its role in the structure-activity relationship (SAR) of the compound. Modifications to this part of the molecule can lead to variations in biological activity and efficacy.
  • Potential Side Effects: While effective, sulfonamides can also cause side effects, including allergic reactions and interactions with other medications. Understanding these aspects is crucial for safe therapeutic use.

As a compound belonging to a historically significant group of antibiotics, 4-amino-N-(4-methylpyrimidin-2-yl)benzenesulfonamide not only highlights the ingenuity of early 20th-century chemistry but also emphasizes the ongoing need for effective antibacterial treatments. Research into new derivatives continues to facilitate advancements in drug design and personal medicine.

Synonyms
sulfamerazine
127-79-7
Sulphamerazine
Sulfamethyldiazine
Sulfamerazin
Methylsulfazine
Cremomerazine
Sulfameradine
Sulfamerazina
Metilsulfadiazin
Kelamerazine
Methylpyrimal
Metilsulfazin
Sulfamerazinum
Percoccide
Pyralcid
Septacil
Septosyl
Solumedin
Sumedine
Mebacid
Mesulfa
Romezin
2-Sulfa-4-methylpyrimidine
Veta-Merazine
4-amino-N-(4-methylpyrimidin-2-yl)benzenesulfonamide
Debenal-M
Pirimal-M
Pyrimal M
Methylsulfazin
Benzenesulfonamide, 4-amino-N-(4-methyl-2-pyrimidinyl)-
Solfamerazina
N-(4-Methyl-2-pyrimidyl)sulfanilamide
2-(Sulfanilamido)-4-methylpyrimidine
2-(4-Aminobenzenesulfonamido)-4-methylpyrimidine
4-Amino-N-(4-methyl-2-pyrimidinyl)-benzenesulfonamide
2643-RP
RP 2632
(p-Aminobenzolsulfonyl)-2-amino-4-methylpyrimidin
A-310
Sulfamerazinum [INN-Latin]
N1-(4-Methyl-2-pyrimidinyl)sulfanilamide
Sulfamerazina [INN-Spanish]
NSC 27259
Sulfanilamide, N1-(4-methyl-2-pyrimidinyl)-
CHEBI:102130
2-Sulfanilamido-4-methylpyrimidine
UNII-UR1SAB295F
2632 R. P.
EINECS 204-866-2
N(1)-(4-Methyl-2-pyrimidinyl)sulfanilamide
UR1SAB295F
NSC-27259
Solumedine
2-(p-Aminobenzolsulfonamido)-4-methylpyrimidine
BRN 0249133
N(sup 1)-(4-Methyl-2-pyrimidinyl)sulfanilamide
Sulfamerazine (INN)
DTXSID0023612
4-Amino-N-(4-methyl-2-pyrimidinyl)benzenesulfonamide
AI3-08026
MFCD00023212
RP2632
Sulfanilamide, N(sup 1)-(4-methyl-2-pyrimidinyl)-
MLS000551747
4-amino-N-(4-methylpyrimidin-2-yl)benzene-1-sulfonamide
DTXCID603612
Sulfamerazine [USP:INN:BAN]
5-25-10-00167 (Beilstein Handbook Reference)
SULFOSE COMPONENT SULFAMERAZINE
TERFONYL COMPONENT SULFAMERAZINE
LANTRISUL COMPONENT SULFAMERAZINE
SULFALOID COMPONENT SULFAMERAZINE
NCGC00016386-01
NEOTRIZINE COMPONENT SULFAMERAZINE
CAS-127-79-7
SMR000145672
Solfamerazina [DCIT]
Sulfamerazine 100 microg/mL in Acetonitrile
TRIPLE SULFOID COMPONENT SULFAMERAZINE
SULFAMERAZINE [INN]
Sulfamerazinum (INN-Latin)
Sulfamerazina (INN-Spanish)
SULFAMERAZINE (MART.)
SULFAMERAZINE [MART.]
SULFAMERAZINE (USP-RS)
SULFAMERAZINE [USP-RS]
Sulfamerazine (USP:INN:BAN)
4-Amino-N-(4-methyl-pyrimidin-2-yl)-benzenesulfonamide
SULFAMERAZINE (EP MONOGRAPH)
SULFAMERAZINE [EP MONOGRAPH]
4-amino-N-(4-methylpyrimidin-2-yl)
SULFADIMIDINE IMPURITY A (EP IMPURITY)
SULFADIMIDINE IMPURITY A [EP IMPURITY]
SR-01000684857
ulfamerazine
(p-Aminobenzolsulfonyl)-2-amino-4-methylpyrimidin [German]
Prestwick_17
4-Amino-N-(4-methyl-2-pyrimidyl)benzenesulfonamide; Sulfamerazine; Sulfadimidine Imp. A (Pharmeuropa); Sulfadimidine Impurity A
Monomethylsulfadiazine
Spectrum_000003
N1-(4-Methylpyrimidin-2-yl)sulfanilamide
Opera_ID_988
Sulfamerazine (Standard)
Prestwick0_000694
Prestwick1_000694
Prestwick2_000694
Prestwick3_000694
Spectrum2_001320
Spectrum3_001363
Spectrum4_000343
Spectrum5_001413
2(p-Aminobenzolsulfonamido)-4-methylpyrimidin
SULFAMERAZINE [MI]
CHEMBL438
Epitope ID:122236
N(sup1)-(4-Methyl-2-pyrimidinyl)sulfanilamide
SCHEMBL33999
BSPBio_000847
BSPBio_002886
KBioGR_000745
KBioSS_000343
SULFAMERAZINE [VANDF]
MLS001201765
DivK1c_000563
SPECTRUM1500547
SPBio_001419
SPBio_002768
SULFAMERAZINE [WHO-DD]
SULFAMERAZINE FISH GRADE
BPBio1_000933
GTPL12640
HMS501M05
HY-B0512R
KBio1_000563
KBio2_000343
KBio2_002911
KBio2_005479
KBio3_002106
NINDS_000563
HMS1570K09
HMS1921A15
HMS2092I17
HMS2097K09
HMS2234D16
HMS3374K04
HMS3652I03
HMS3714K09
Pharmakon1600-01500547
SULFAMERAZINE [GREEN BOOK]
SULFAMERAZINE [ORANGE BOOK]
ALBB-025702
HY-B0512
NSC27259
Tox21_110411
BBL003544
CCG-39258
NSC757325
s3132
STK520614
AKOS005143010
Tox21_110411_1
DB01581
KS-5323
NSC-757325
IDI1_000563
pyrimidine, 4-methyl-2-sulphanilamido-
NCGC00016386-02
NCGC00016386-03
NCGC00016386-06
NCGC00094787-01
NCGC00094787-02
SULFAMERAZINE COMPONENT OF SULFOSE
FA133240
N'-(4-Methyl-2-pyrimidyl) sulfanilamide
SULFAMERAZINE (TRISULFAPYRIMIDINES)
SULFAMERAZINE COMPONENT OF TERFONYL
TRISULFAPYRIMIDINES (SULFAMERAZINE)
SBI-0051521.P003
SULFAMERAZINE COMPONENT OF LANTRISUL
SULFAMERAZINE COMPONENT OF SULFALOID
DB-041873
SULFAMERAZINE COMPONENT OF NEOTRIZINE
Sulfamerazine, ReagentPlus(R), >=99.0%
AB00052096
NS00000004
SW196334-3
Sulfamerazine 1000 microg/mL in Acetonitrile
Sulfamerazine, Vetec(TM) reagent grade, 98%
2-(p-Aminobenzosulfonamido)-4-methylpyrimidine
D02435
D84140
EN300-202655
AB00052096-13
AB00052096_15
AB00052096_16
SULFAMERAZINE COMPONENT OF TRIPLE SULFOID
Q415196
Sulfamerazine, VETRANAL(TM), analytical standard
SR-01000684857-2
SR-01000684857-4
BRD-K93524252-001-05-6
BRD-K93524252-001-15-5
BRD-K93524252-001-23-9
BRD-K93524252-001-24-7
F2190-0484
N(SUP 1)-(4-METHYL-2- PYRIMIDINYL)SULFANILAMIDE
TRISULFAPYRIMIDINES (SULFAMERAZINE) [ORANGE BOOK]
Z1954804578
benzenesulfonamide, 4-amino-N(S)-(4-methylpyrimidin-2-yl)-
Sulfamerazine, European Pharmacopoeia (EP) Reference Standard
Sulfamerazine, United States Pharmacopeia (USP) Reference Standard
Sulfamerazine, Pharmaceutical Secondary Standard; Certified Reference Material
204-866-2