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Sulfamethoxypyrimidine

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Identification
Molecular formula
C12H14N4O4S
CAS number
1163-32-0
IUPAC name
4-amino-N-(2,6-dimethoxypyrimidin-4-yl)benzenesulfonamide
State
State

At room temperature, sulfamethoxypyrimidine is typically a solid. It retains its crystalline structure under normal conditions and does not readily absorb moisture from the air.

Melting point (Celsius)
236.00
Melting point (Kelvin)
509.00
Boiling point (Celsius)
500.00
Boiling point (Kelvin)
773.00
General information
Molecular weight
308.33g/mol
Molar mass
308.3320g/mol
Density
1.4540g/cm3
Appearence

Sulfamethoxypyrimidine is commonly available as a white to off-white crystalline powder. It is odorless and can have a slightly bitter taste. Due to its crystalline nature, it may appear shiny or reflect light under certain conditions.

Comment on solubility

Solubility of 4-amino-N-(2,6-dimethoxypyrimidin-4-yl)benzenesulfonamide

The solubility of 4-amino-N-(2,6-dimethoxypyrimidin-4-yl)benzenesulfonamide, with the chemical formula C12H14N4O4S, can be influenced by several factors:

  • Polarity: This compound contains multiple polar functional groups, which can enhance its interaction with polar solvents such as water.
  • Hydrogen Bonding: The presence of sulfonamide and amino groups allows the molecule to participate in hydrogen bonding, further improving its solubility in polar solvents.
  • Solvent Interactions: The compound's solubility may be significantly affected by the choice of solvent. For instance, water may serve as an excellent solvent compared to organic solvents.

Typically, sulfonamides such as this compound exhibit variable solubility in water, often described as being moderately soluble. However, the presence of the dimethoxypyrimidine moiety introduces additional molecular interactions, which can enhance its solubility profile under specific conditions.

It is essential to note that the solubility can also be affected by factors such as temperature, pH, and ionic strength, leading to specific behavior in biological systems and pharmaceutical formulations. As a general guideline, when considering the use of this compound in formulations, one should conduct solubility tests under relevant conditions to determine its performance.

Interesting facts

Interesting Facts about 4-amino-N-(2,6-dimethoxypyrimidin-4-yl)benzenesulfonamide

4-amino-N-(2,6-dimethoxypyrimidin-4-yl)benzenesulfonamide, often recognized for its significance in medicinal chemistry, is a compound that has garnered considerable attention due to its potential therapeutic applications. Here are some fascinating insights:

  • Pharmaceutical Relevance: This compound falls within the class of sulfonamides, known for their antibacterial properties. These compounds have been crucial in the treatment of bacterial infections since their discovery.
  • Mechanism of Action: Sulfonamides work by inhibiting the bacterial enzyme dihydropteroate synthase, which is essential for the synthesis of folate. This inhibition ultimately impairs bacterial growth and reproduction.
  • Dual Functionality: The presence of both amino and sulfonamide groups allows this compound to interact with biological targets in multiple ways, enhancing its potential as a versatile pharmacological agent.
  • Structure-Activity Relationship: The modification of the pyrimidine ring with methoxy groups has been shown to influence the compound's activity and solubility, underlining the importance of structure in drug design.
  • Research Focus: Ongoing studies aim to explore its effects on various cancer models, showcasing the compound's potential beyond traditional antibacterial uses.
  • Ethical Considerations: As with many pharmaceutical agents, the pursuit of compounds like this raises questions regarding their efficacy, safety, and the ethical implications of drug development.

In conclusion, 4-amino-N-(2,6-dimethoxypyrimidin-4-yl)benzenesulfonamide represents a fascinating intersection of chemistry and medicine, where understanding its structure can lead to significant advancements in therapeutics and pharmacology.

Synonyms
sulfadimethoxine
Sulphadimethoxine
122-11-2
Sulfadimethoxydiazine
Albon
Sulfadimethoxin
Sulfadimetoxin
Sulfadimetoxina
Dimetazina
Madribon
Agribon
4-amino-N-(2,6-dimethoxypyrimidin-4-yl)benzenesulfonamide
Sulfadimethoxinum
Arnosulfan
Neostrepal
Theracanzan
Bactrovet
Deposul
Diasulfa
Diasulfyl
Dinosol
Dorisul
Madrigid
Madriqid
Madroxin
Madroxine
Maxulvet
Memcozine
Metoxidon
Omnibon
Persulfen
Radonin
Redifal
Roscosulf
Scandisil
Sulfastop
Sulfoplan
4-Amino-N-(2,6-dimethoxy-4-pyrimidinyl)benzenesulfonamide
Abcid
Fuxal
Sudine
Sulxin
Symbio
Sulfadimetossina
Dimethoxysulfadiazine
2,6-Dimethoxy-4-sulfanilamidopyrimidine
Benzenesulfonamide, 4-amino-N-(2,6-dimethoxy-4-pyrimidinyl)-
Solfadimetossina
NSC 683544
2,4-Dimethoxy-6-sulfanilamido-1,3-diazine
6-Sulfanilamido-2,4-dimethoxypyrimidine
2,6-Dimethoxy-4-(p-aminobenzenesulfonamido)pyrimidine
Agribon (TN)
Abcid (TN)
Di-Methox
SULFAMED-G
CHEBI:32161
UNII-30CPC5LDEX
30CPC5LDEX
4-amino-N-(2,6-dimethoxypyrimidin-4-yl)benzene-1-sulfonamide
EINECS 204-523-7
NSC-683544
NSC-757860
Sulfadimethoxinum [INN-Latin]
Sulfadimetoxina [INN-Spanish]
BRN 0306856
CCRIS 9326
DTXSID1023607
N(sup 1)-(2,6-Dimethoxy-4-pyrimidinyl)sulfanilamide
MFCD00057345
N1-(2,6-Dimethoxy-4-pyrimidinyl)sulfanilamide
N(1)-(2,6-dimethoxy-4-pyrimidinyl)sulfanilamide
MLS000069720
4-Amino-N-(2,6-dimethoxy-4-pyrimidinyl)benzolsulfonamid
DTXCID303607
Sulfanilamide, N(sup 1)-(2,6-dimethoxy-4-pyrimidinyl)-
5-25-13-00290 (Beilstein Handbook Reference)
NSC683544
NCGC00016375-01
CAS-122-11-2
SMR000017367
Sulfadimethoxine [USP:INN:BAN:JAN:NF]
Sulfadimethoxinum (INN-Latin)
Sulfadimetoxina (INN-Spanish)
SULFADIMETHOXINE (MART.)
SULFADIMETHOXINE [MART.]
SULFADIMETHOXINE (USP-RS)
SULFADIMETHOXINE [USP-RS]
Sulfadimetoxine
Neostreptal
Sulfadimoxine
Suldixine
Sulfabon
Sulfadimethoxine [JAN]
Solfadimetossina [DCIT]
Sulfadimetossina [Italian]
SULFADIMETHOXINE (USP IMPURITY)
SULFADIMETHOXINE [USP IMPURITY]
SULFADIMETHOXINE (USP MONOGRAPH)
SULFADIMETHOXINE [USP MONOGRAPH]
Sulfadimethoxine (USP:INN:BAN:JAN:NF)
SR-01000000227
Ultrasulfon
Lasibon
Mecozine
Sulforal
Sumbio
AlbonBolus
Sdmo
SulfaMed
Albon Tablets
Albon or Agribon
Albon (veterinary)
Prestwick_979
Rofenaid (Salt/Mix)
Spectrum_001408
Sulfasol Soluble Powder
Opera_ID_1856
Prestwick0_000728
Prestwick1_000728
Prestwick2_000728
Prestwick3_000728
Spectrum2_001419
Spectrum3_001454
Spectrum4_000442
Spectrum5_001221
Albon Oral Suspension 5%
Di-Methox Injection 40%
CBKinase1_000256
CBKinase1_012656
Epitope ID:122237
Bactrovet Tablets 250 mg
Sulfadimethoxine (Standard)
SULFADIMETHOXINE40%
Cambridge id 5251398
Oprea1_486812
Oprea1_495206
SCHEMBL93845
Sulfadimethoxine (JAN/USP)
BSPBio_000656
BSPBio_002947
KBioGR_000824
KBioSS_001888
SULFADIMETHOXINE [MI]
sulfadimethoxine oral solution
Medacide-SDM Injection 10%
MLS000103402
MLS000104965
MLS001148602
CHEMBL62193
DivK1c_000088
SPECTRUM1501144
SULFADIMETHOXINE [INN]
SPBio_001498
SPBio_002595
Sulfadimethoxine Soluble Powder
BPBio1_000722
Sulfadimethoxine Injection 40%
component of Prazil (Salt/Mix)
component of Primor (Salt/Mix)
GTPL12638
HMS500E10
HY-B0337R
KBio1_000088
KBio2_001888
KBio2_004456
KBio2_007024
KBio3_002447
4-Sulfa-2,6-dimethoxypyrimidine
Albon S.R. (Sustained Release)
J01ED01
SULFADIMETHOXINE [WHO-DD]
Sulfadimethoxine Solution 12.5%
component of Maxutrim (Salt/Mix)
component of Rofenaid (Salt/Mix)
NINDS_000088
[(4-aminophenyl)sulfonyl](2,6-dimethoxypyrimidin-4-yl)amine
Bactrovet Oral Suspension 12.5%
HMS1570A18
HMS1921J15
HMS2090P11
HMS2092F21
HMS2097A18
HMS2230L05
HMS3370K02
HMS3655H05
HMS3714A18
Pharmakon1600-01501144
component of Trivalbon (Salt/Mix)
BCP15413
HY-B0337
Tox21_110405
BBL023015
CCG-38972
NSC757860
s1962
STK018258
SULFADIMETHOXINE [GREEN BOOK]
AKOS000485038
Sulfadimethoxine 12.5% Oral Solution
Tox21_110405_1
DB06150
KS-5335
Sulfadimethoxine for peak identification
4-Sulfanilamido-2,6-dimethoxypyrimidine
Di-Methox Concentrated Solution 12.5%
IDI1_000088
SMP2_000079
2,4-Dimethoxy-6-Sulfanilamidopyrimidine
NCGC00016375-02
NCGC00016375-03
NCGC00016375-04
NCGC00016375-05
NCGC00016375-06
NCGC00016375-09
NCGC00016375-10
NCGC00024020-03
NCGC00024020-04
AC-10998
SBI-0051656.P002
6-Sulfanilamido-2,4-dimethoxy-1,3-diazine
AB00052219
NS00000200
SW149624-4
Sulfadimethoxine Concentrated Solution 12.5%
2,4-Dimethoxy-6-sulfanilamido-1,3-pyrimidine
D01142
EN300-761486
H10770
AB00052219-15
AB00052219-17
AB00052219_18
AB00052219_19
Sulfadimethoxine 1000 microg/mL in Acetonitrile
Q4921678
SR-01000000227-2
SR-01000000227-4
Sulfadimethoxine, VETRANAL(TM), analytical standard
Sulfanilamide, N1-(2,6-dimethoxy-4-pyrimidinyl)-
4-(p-Aminobenzenesulfonamido)-2,6-dimethoxypyrimidine
BRD-K71125014-001-05-7
BRD-K71125014-001-07-3
BRD-K71125014-001-17-2
BRD-K71125014-001-26-3
BRD-K71125014-001-27-1
N(Sup1)-(2,6-Dimethoxy-4-pyrimidinyl)sulfanilamide
Z56763920
Sulfadimethoxine, analytical standard, >=98.5% (TLC)
4-amino-N-[2,6-bis(methyloxy)pyrimidin-4-yl]benzenesulfonamide
Sulfadimethoxine, European Pharmacopoeia (EP) Reference Standard
AGRIBON Concentrated Solution 12.5%, ALBON Concentrated Solution 12.5%
Sulfadimethoxine, United States Pharmacopeia (USP) Reference Standard
Sulfadimethoxine for peak identification, European Pharmacopoeia (EP) Reference Standard
204-523-7