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Name	Sulfadimethoxine	EINECS	204-523-7
CAS No.	122-11-2	Density	1.441 g/cm³
PSA	124.81000	LogP	2.61180
Solubility	46.3mg/L(37 oC)	Melting Point	200 °C
Formula	C₁₂H₁₄N₄O₄S	Boiling Point	548.5 °C at 760 mmHg
Molecular Weight	310.334	Flash Point	285.5 °C
Transport Information	N/A	Appearance	yellow to straw yellow powder
Safety	26-36/37-24/25-23	Risk Codes	36/37/38-43
Molecular Structure		Hazard Symbols	Xi
Synonyms	Sulfanilamide,N1-(2,6-dimethoxy-4-pyrimidinyl)- (6CI,8CI);2,4-Dimethoxy-6-sulfanilamido-1,3-diazine;2,4-Dimethoxy-6-sulfanilamido-1,3-pyrimidine;2,4-Dimethoxy-6-sulfanilamidopyrimidine;2,6-Dimethoxy-4-sulfanilamidopyrimidine;4-Sulfa-2,6-dimethoxypyrimidine;4-Sulfanilamido-2,6-dimethoxypyrimidine;6-Sulfanilamido-2,4-dimethoxy-1,3-diazine;Abcid;Agribon;Albon;Arnosulfan;Bactrovet;Deposul;Diasulfa;Dimethoxysulfadiazine;Dinosol;Dorisul;Fuxal;Lasibon;Madribon;Madrigid;Madriqid;Madroxin;Madroxine;Maxulvet;Mecozine;Metoxidon;N-(2,6-Dimethoxypyrimidin-4-yl)-4-aminobenzenesulfonamide;N1-(2,6-Dimethoxy-4-pyrimidinyl)sulfanilamide;NSC 683544;Neostreptal;Omnibon;Persulfen;Redifal;	Article Data	23

Sulfadimethoxine Synthetic route

: 555-25-9
4-p-acetamidobenzenesulfonamido-2,6-dimethoxypyrimidine

: 122-11-2
sulfadimethoxine

Conditions

Conditions	Yield
With methanol; sodium hydroxide at 85℃; for 6h; Temperature; Large scale;	96%
With sodium hydroxide

: 37063-70-0
N-(2,6-dimethoxy-pyrimidin-4-yl)-4-nitro-benzenesulfonamide

: 122-11-2
sulfadimethoxine

Conditions

Conditions	Yield
With iron; ammonium chloride In water for 10h; Heating;	81.3%

: 77767-96-5
Trimethyl-4-(2,6-dimethoxypyrimidinyl)ammoniumchlorid

sodium-salt of sulfanilamide: sodium-salt of sulfanilamide

: 122-11-2
sulfadimethoxine

Conditions

Conditions	Yield
With acetamide

: 100-05-0
4-nitrobenzenediazonium chloride

benzothiophen-3-yl-glyoxal phenylhydrazone: benzothiophen-3-yl-glyoxal phenylhydrazone

: 122-11-2
sulfadimethoxine

Conditions
Conditions Yield
Multi-step reaction with 3 steps
1: SO2 / CuSO4 / acetic acid / 6 - 20 °C
2: 84.2 percent / pyridine / 2 h / 56 - 58 °C
3: 81.3 percent / Fe, NH4Cl / H2O / 10 h / Heating
View Scheme

Conditions	Yield
Multi-step reaction with 3 steps 1: SO2 / CuSO4 / acetic acid / 6 - 20 °C 2: 84.2 percent / pyridine / 2 h / 56 - 58 °C 3: 81.3 percent / Fe, NH4Cl / H2O / 10 h / Heating View Scheme

: 98-74-8
4-Nitrobenzenesulfonyl chloride

(+-)-2-amino-5-butyl-thiazol-4-one: (+-)-2-amino-5-butyl-thiazol-4-one

: 122-11-2
sulfadimethoxine

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: 84.2 percent / pyridine / 2 h / 56 - 58 °C
2: 81.3 percent / Fe, NH4Cl / H2O / 10 h / Heating
View Scheme

Conditions	Yield
Multi-step reaction with 2 steps 1: 84.2 percent / pyridine / 2 h / 56 - 58 °C 2: 81.3 percent / Fe, NH4Cl / H2O / 10 h / Heating View Scheme

: 3289-50-7
2,6-dimethoxypyrimidin-4-amine

: 122-11-2
sulfadimethoxine

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: pyridine
2: aqueous NaOH
View Scheme

Conditions	Yield
Multi-step reaction with 2 steps 1: pyridine 2: aqueous NaOH View Scheme

: 121-60-8
p-acetylaminobenzenesulfonyl chloride

: 122-11-2
sulfadimethoxine

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: pyridine
2: aqueous NaOH
View Scheme

Conditions	Yield
Multi-step reaction with 2 steps 1: pyridine 2: aqueous NaOH View Scheme

: 122-11-2
sulfadimethoxine

: 15186-48-8
2,3-isopropylidene-glyceraldehyde

: N-(2,6-dimethoxypyrimidin-4-yl)-4-({[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methylene}amino)benzenesulfonamide

Conditions
Conditions Yield
With toluene-4-sulfonic acid In dimethyl sulfoxide; toluene Condensation; 100%

Conditions	Yield
With toluene-4-sulfonic acid In dimethyl sulfoxide; toluene Condensation;	100%

: 122-11-2
sulfadimethoxine

: 920-46-7
Methacryloyl chloride

: sulfadimethoxine methacrylamide

Conditions
Conditions Yield
With sodium hydroxide In water; acetone at 20℃; for 1.5h; Cooling with ice; 97%
With sodium hydroxide In acetone at 20℃; for 12h; 96.2%
With sodium hydroxide In water; acetone at 0℃; 85%
With sodium hydroxide In acetone at 0℃;

Conditions	Yield
With sodium hydroxide In water; acetone at 20℃; for 1.5h; Cooling with ice;	97%
With sodium hydroxide In acetone at 20℃; for 12h;	96.2%
With sodium hydroxide In water; acetone at 0℃;	85%
With sodium hydroxide In acetone at 0℃;

: 122-11-2
sulfadimethoxine

: 1571-08-0
methyl 4-formylbenzoate

: 446065-11-8
cyclohexyltrifluoro-λ4-borane potassium salt

: methyl 4-(cyclohexyl((4-(N-(2,6-dimethoxypyrimidin-4-yl)sulfamoyl)phenyl)amino)methyl)benzoate

Conditions
Conditions Yield
With sodium hydrogen sulfate; Ir(dF(CF3)ppy)2(bpy)PF6 In 1,4-dioxane at 24℃; for 24h; Petasis Reaction; Inert atmosphere; Schlenk technique; Sealed tube; Irradiation; 97%

Conditions	Yield
With sodium hydrogen sulfate; Ir(dF(CF3)ppy)2(bpy)PF6 In 1,4-dioxane at 24℃; for 24h; Petasis Reaction; Inert atmosphere; Schlenk technique; Sealed tube; Irradiation;	97%

Sulfadimethoxine Chemical Properties

1.IUPAC Name:   4-Amino-N-(2,6-dimethoxypyrimidin-4-yl)benzenesulfonamide
2.Synonyms： 2,4-Dimethoxy-6-sulfanilamido-1,3-diazine ; 2,6-Dimethoxy-4-(p-aminobenzenesulfonamido)pyrimidine ; 2,6-Dimethoxy-4-sulfanilamidopyrimidine ; 4-Amino-n-(2,6-dimethoxy-4-pyrimidinyl)-benzenesulfonamid ; Abcid ; Agribon ; Albon ; Arnosulfan
3.The Molecular Formula of  6-Sulfanilamido-2,4-dimethoxy-pyrimidine (122-11-2) :C₁₂H₁₄N₄O₄S
4.The Molecular Weight of   6-Sulfanilamido-2,4-dimethoxy-pyrimidine (122-11-2) :310.329 g/mol
5.The Molecular Structure of   6-Sulfanilamido-2,4-dimethoxy-pyrimidine (122-11-2):
6.Index of Refraction: 1.622
7.Molar Refractivity: 75.87 cm³
8.Molar Volume: 215.2 cm³
9.Polarizability: 10^-24cm³
10.Surface Tension: 69.5 dyne/cm
11.Density: 1.441 g/cm³
12.Flash Point: 285.5 °C
13.Enthalpy of Vaporization: 82.81 kJ/mol
14.Boiling Point: 548.5 °C at 760 mmHg
15.Vapour Pressure: 4.41E-12 mmHg at 25°C

Sulfadimethoxine Uses

      6-Sulfanilamido-2,4-dimethoxy-pyrimidine (122-11-2) can be used as anti-infective agent.

Sulfadimethoxine Toxicity Data With Reference

1.
ipr-mus LD50:866 mg/kg
    NIIRDN    “Drugs in Japan. Ethical Drugs, 6th Edition 1982” Edited by Japan Pharmaceutical Information Center. 6 (1982),386.

2.
scu-mus LD50:791 mg/kg
    NIIRDN    “Drugs in Japan. Ethical Drugs, 6th Edition 1982” Edited by Japan Pharmaceutical Information Center. 6 (1982),386.

3.
ivn-mus LD50:844 mg/kg
    NIIRDN    “Drugs in Japan. Ethical Drugs, 6th Edition 1982” Edited by Japan Pharmaceutical Information Center. 6 (1982),386.

4.
ivn-rbt LD50:1000 mg/kg
    NIIRDN    “Drugs in Japan. Ethical Drugs, 6th Edition 1982” Edited by Japan Pharmaceutical Information Center. 6 (1982),386.

Sulfadimethoxine Safety Profile

Moderately toxic by intraperitoneal, intravenous, and subcutaneous routes. An experimental teratogen. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of SO_x and NO_x.
Hazard Codes: Xi
Risk Statements: 36/37/38-43
R36/37/38: Irritating to eyes, respiratory system and skin
R43: May cause sensitization by skin contact
Safety Statements: 26-36/37-24/25-23
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S36/37: Wear suitable protective clothing and gloves
S24/25: Avoid contact with skin and eyes
S23: Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer)
WGK Germany: 3

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1.	ipr-mus LD50:866 mg/kg	NIIRDN “Drugs in Japan. Ethical Drugs, 6th Edition 1982” Edited by Japan Pharmaceutical Information Center. 6 (1982),386.
2.	scu-mus LD50:791 mg/kg	NIIRDN “Drugs in Japan. Ethical Drugs, 6th Edition 1982” Edited by Japan Pharmaceutical Information Center. 6 (1982),386.
3.	ivn-mus LD50:844 mg/kg	NIIRDN “Drugs in Japan. Ethical Drugs, 6th Edition 1982” Edited by Japan Pharmaceutical Information Center. 6 (1982),386.
4.	ivn-rbt LD50:1000 mg/kg	NIIRDN “Drugs in Japan. Ethical Drugs, 6th Edition 1982” Edited by Japan Pharmaceutical Information Center. 6 (1982),386.