Alternatived Products of [ 547-44-4 ]
Product Details of [ 547-44-4 ]
CAS No. : 547-44-4
MDL No. : MFCD00025437
Formula :
C7 H9 N3 O3 S
Boiling Point : -
Linear Structure Formula : -
InChI Key : WVAKABMNNSMCDK-UHFFFAOYSA-N
M.W :
215.23
Pubchem ID : 11033
Synonyms :
Calculated chemistry of [ 547-44-4 ]
Physicochemical Properties
Num. heavy atoms : 14
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.0
Num. rotatable bonds : 3
Num. H-bond acceptors : 3.0
Num. H-bond donors : 3.0
Molar Refractivity : 50.04
TPSA : 123.66 Ų
Pharmacokinetics
GI absorption : High
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -8.7 cm/s
Lipophilicity
Log Po/w (iLOGP) : -0.03
Log Po/w (XLOGP3) : -1.53
Log Po/w (WLOGP) : 0.71
Log Po/w (MLOGP) : -0.86
Log Po/w (SILICOS-IT) : -1.6
Consensus Log Po/w : -0.66
Druglikeness
Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 0.0
Bioavailability Score : 0.55
Water Solubility
Log S (ESOL) : -0.33
Solubility : 101.0 mg/ml ; 0.468 mol/l
Class : Very soluble
Log S (Ali) : -0.56
Solubility : 59.2 mg/ml ; 0.275 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -1.61
Solubility : 5.26 mg/ml ; 0.0244 mol/l
Class : Soluble
Medicinal Chemistry
PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.03
Safety of [ 547-44-4 ]
Signal Word: Warning
Class: N/A
Precautionary Statements: P280 UN#: N/A
Hazard Statements: H302-H317 Packing Group: N/A
GHS Pictogram:
Application In Synthesis of [ 547-44-4 ]
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Upstream synthesis route of [ 547-44-4 ] Downstream synthetic route of [ 547-44-4 ]
1
[ 3458-28-4 ]
[ 547-44-4 ]
(<i>N</i>-β-D-mannopyranosyl-sulfanilyl)-urea
[ No CAS ]
2
[ 5328-37-0 ]
[ 547-44-4 ]
(<i>N</i>-L-arabitol-1-ylidene-sulfanilyl)-urea
[ No CAS ]
3
[ 547-44-4 ]
(4-amino-3,5-dibromo-benzenesulfonyl)-urea
[ No CAS ]
Yield Reaction Conditions Operation in experiment
With potassium bromate; hydrogenchloride; potassium bromide
4
[ 2828-63-9 ]
[ 547-44-4 ]
Yield Reaction Conditions Operation in experiment
With alkaline solution
5
<i>O</i>-methyl-<i>N</i>-sulfanilyl-isourea
[ No CAS ]
[ 547-44-4 ]
Yield Reaction Conditions Operation in experiment
With hydrogenchloride
6
<i>N</i>-(<i>N</i>-acetyl-sulfanilyl)-<i>O</i>-methyl-isourea
[ No CAS ]
[ 547-44-4 ]
Yield Reaction Conditions Operation in experiment
With hydrogenchloride
With hydrogenchloride
7
<i>N</i>-(<i>N</i>-acetyl-sulfanilyl)-<i>O</i>-ethyl-isourea
[ No CAS ]
[ 547-44-4 ]
Yield Reaction Conditions Operation in experiment
With hydrogenchloride
With hydrogenchloride
8
[ 623-11-0 ]
[ 57-67-0 ]
[ 547-44-4 ]
9
trichloro-nitromethylsulfanyl-methane
[ No CAS ]
[ 547-44-4 ]
[ 16589-13-2 ]
Yield Reaction Conditions Operation in experiment
(i) NaNO2 , aq. HCl, (ii) /BRN= 1859983/, NaOAc, AcOH; Multistep reaction;
10
[ 547-44-4 ]
[ 1147550-11-5 ]
[ 18101-60-5 ]
Yield Reaction Conditions Operation in experiment
With bromine; sodium bromide In methanol
11
[ 547-44-4 ]
[ 22067-29-4 ]
[ 73008-53-4 ]
Yield Reaction Conditions Operation in experiment
(i) NaNO2 , aq. HCl, (ii) /BRN= 224224/, EtOH; Multistep reaction;
12
[ 547-44-4 ]
[ 1484-88-4 ]
C30 H24 N3 O3 S(1+) *ClO4 (1-)
[ No CAS ]
Yield Reaction Conditions Operation in experiment
In acetic acid for 2h; Heating;
Reference：
[1]Dorofeenko, G. N.; Sadekova, E. I.; Korol'chenko, G. A.; Votyakov, V. I.; Timofeeva, M. M.; et al.
[Pharmaceutical Chemistry Journal, 1982, vol. 16, # 8, p. 583 - 586][Khimiko-Farmatsevticheskii Zhurnal, 1982, vol. 16, # 8, p. 920 - 923]
13
[ 547-44-4 ]
[ 940-93-2 ]
C15 H18 N3 O3 S(1+) *ClO4 (1-)
[ No CAS ]
Yield Reaction Conditions Operation in experiment
74%
In acetic acid for 2h; Heating;
Reference：
[1]Dorofeenko, G. N.; Sadekova, E. I.; Korol'chenko, G. A.; Votyakov, V. I.; Timofeeva, M. M.; et al.
[Pharmaceutical Chemistry Journal, 1982, vol. 16, # 8, p. 583 - 586][Khimiko-Farmatsevticheskii Zhurnal, 1982, vol. 16, # 8, p. 920 - 923]
14
[ 547-44-4 ]
[ 109054-52-6 ]
[ 109054-41-3 ]
Yield Reaction Conditions Operation in experiment
With hydrogenchloride; sodium nitrite 1.) 0 deg C, 2.) EtOH, 0-5 deg C; Yield given. Multistep reaction;
Reference：
[1]Popova, Z. I.; Tsurkan, A. A.; Steblyuk, P. N.
[Pharmaceutical Chemistry Journal, 1987, vol. 21, # 1, p. 45 - 47][Khimiko-Farmatsevticheskii Zhurnal, 1987, vol. 21, # 1, p. 49 - 52]
15
[ 547-44-4 ]
[ 109054-53-7 ]
[ 109054-42-4 ]
Yield Reaction Conditions Operation in experiment
With hydrogenchloride; sodium nitrite 1.) 0 deg C, 2.) EtOH, 0-5 deg C; Yield given. Multistep reaction;
Reference：
[1]Popova, Z. I.; Tsurkan, A. A.; Steblyuk, P. N.
[Pharmaceutical Chemistry Journal, 1987, vol. 21, # 1, p. 45 - 47][Khimiko-Farmatsevticheskii Zhurnal, 1987, vol. 21, # 1, p. 49 - 52]
16
[ 547-44-4 ]
[ 109054-55-9 ]
[ 109054-43-5 ]
Yield Reaction Conditions Operation in experiment
With hydrogenchloride; sodium nitrite 1.) 0 deg C, 2.) EtOH, 0-5 deg C; Yield given. Multistep reaction;
Reference：
[1]Popova, Z. I.; Tsurkan, A. A.; Steblyuk, P. N.
[Pharmaceutical Chemistry Journal, 1987, vol. 21, # 1, p. 45 - 47][Khimiko-Farmatsevticheskii Zhurnal, 1987, vol. 21, # 1, p. 49 - 52]
Yield Reaction Conditions Operation in experiment
Rk.m.NaNO2, wss.HCl;
Rk.m.Humanserum: Bindungskonst.k*, K, ΔFgrad;
Hydrolyse m. 1n HCl: Rektionsprodd., Aktivierungsenergie, T(1/2), Extinktion, k (b. verschied. Temp.);
Yield Reaction Conditions Operation in experiment
4-Amino-benzolsulfonamid, KCNO/A./Sdtemp., dann wss.HCl;
Na-cyanamid, 4-Acetamino-benzolsulfonylchlorid (20-25grad); 30percent-H2O2/alkal. (30-50grad); 40percent-wss.NaOH (1h 60grad);
Ca-Salz d. Acetylsulfanilcyanamid, konz.HCl/konz.H2SO4 (20d 20grad);
Sulfanilamid, KCN, Erwaermen in EtOH;
Ca-cyanamid, wss.Na2CO3, 4-Acetamino-benzolsulfonylchlorid; wss.H2O2; wss.NaOH;
Ca-Salz d. 4-Acetamino-benzolsulfonyl-cyanamid, konz.HCl;
Yield Reaction Conditions Operation in experiment
With iron
Hydrogenation. katalytisch;
Yield Reaction Conditions Operation in experiment
With hydrogenchloride
21
[ 547-44-4 ]
[ 53956-04-0 ]
C42 H62 O16 *C7 H9 N3 O3 S*H3 N
[ No CAS ]
22
[ 121-60-8 ]
[ 547-44-4 ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 2 steps
1: aqueous potassium carbonate-solution
2: aqueous hydrochloric acid
Multi-step reaction with 2 steps
1: potassium carbonate
2: hydrogenchloride
23
[ 121-61-9 ]
[ 547-44-4 ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 2 steps
1: weiteres Edukt: Nitroharnstoff
2: aqueous alkaline solution
Multi-step reaction with 2 steps
2: aqueous alkaline solution
24
[ 6325-93-5 ]
[ 547-44-4 ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 2 steps
1: acetonitrile / 1 h / 20 °C
2: palladium 10% on activated carbon; hydrogen / ethanol / 3 h / 20 °C
25
[ 29177-55-7 ]
[ 547-44-4 ]
Yield Reaction Conditions Operation in experiment
With palladium 10% on activated carbon; hydrogen In ethanol at 20℃; for 3h;
2 Step 2- 4-Amino-N-carbamoylbenzenesulfonamide (Intermediate N)
Step 2- 4-Amino-N-carbamoylbenzenesulfonamide (Intermediate N) (0387) [00276] To a solution of N-carbamoyl-4-nitrobenzenesulfonamide (4.00 g, 16.31 mmol) in ethanol (50 mL) was added Pd/C (0.4 g, 10%). The reaction mixture was stirred under a hydrogen balloon at 20 °C for 3 hrs. On completion, the reaction mixture was filtered, and the filtrate was concentrated to give the title compound. 1H NMR (400MHz, DMSO-d6) δ = 10.14 (s, 1H), 7.51 (d, J=8.7 Hz, 2H), 6.60 (d, J=8.8 Hz, 2H), 3.78 (br. s., 2H)
26
[ 547-44-4 ]
C7 H7 (2) H2 N3 O3 S
[ No CAS ]
Yield Reaction Conditions Operation in experiment
75%
With water-d2 In tetrahydrofuran at 80℃; for 3h; Sealed tube;
Reference：
[1]Atzrodt, Jens; Bouzouita, Donia; Chaudret, Bruno; Derdau, Volker; Dugave, Christophe; Feuillastre, Sophie; Palazzolo, Alberto; Pieters, Grégory; Tricard, Simon; Valero, Mégane
[Angewandte Chemie - International Edition, 2020, vol. 59, # 9, p. 3517 - 3522][Angew. Chem., 2020, vol. 132, # 9, p. 3545 - 3550,6]
27
[ 68-35-9 ]
[ 127-79-7 ]
[ 57-68-1 ]
[ 289-95-2 ]
sulfonic acid
[ No CAS ]
[ 471-47-6 ]
[ 547-44-4 ]
C5 H7 N3 O3 S
[ No CAS ]
C6 H9 N3 O3 S
[ No CAS ]
[ 144-62-7 ]
[ 123-30-8 ]
[ 64-19-7 ]
[ 123-31-9 ]
Yield Reaction Conditions Operation in experiment
The photocatalytic experiments were carried out in a batch reactor (Pyrex vessel, 450 mL) under visible radiation (mercury lamp from PHILIPS, 100 W/m2, 400-700 nm). The lamp was directly placed above the reactor vessel (10 cm). In each experiment, a reaction suspension was prepared by adding the amount of photocatalyst (0.75, 1.0, and 1.25 g/L) into 450 mL of an aqueous solution of the mixture of SDZ, SMRZ, and SMTZ (5 mg/L, each). The suspension was then magnetically stirred in the dark for 1 h to establish the adsorption/desorption equilibrium before starting illumination, which was then maintained for 4 h under the determined optimal conditions for the photocatalytic process. Under the optimal conditions (0.5 wt% alphaFe2O3 as Fe, pH 10 and 0.75 g/L of catalyst loading), the SR-AOP was carried out using 5 mM K2S2O8 (PS) [23], which was added to the suspension after 1 h of adsorption-desorption equilibrium. During the reaction, sampling was taken 1 h and filtered through a 0.45-mum Millipore filter to remove the catalyst particles for analysis. For samples taken from the SR-AOP, 0.25 muL of methanol and 100 muL of a 1 M sodium nitrite solution were added as SO4 - radical scavengers for HPLC [24] and TOC analysis [25], respectively.
28
[ 41345-70-4 ]
[ 547-44-4 ]
S-(3-((4-(N-carbamoylsulfamoyl)phenyl)amino)-3-oxopropyl)ethanethioate
[ No CAS ]
Yield Reaction Conditions Operation in experiment
56%
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane at 20℃; for 48h;
Reference：
[1]Kaya, Cansu; Konstantinović, Jelena; Kany, Andreas M.; Andreas, Anastasia; Kramer, Jan S.; Brunst, Steffen; Weizel, Lilia; Rotter, Marco J.; Frank, Denia; Yahiaoui, Samir; Müller, Rolf; Hartmann, Rolf W.; Haupenthal, Jörg; Proschak, Ewgenij; Wichelhaus, Thomas A.; Hirsch, Anna K. H.
[Journal of Medicinal Chemistry, 2022, vol. 65, # 5, p. 3913 - 3922]
29
[ 547-44-4 ]
N-(4-(N-carbamoylsulfamoyl)phenyl)-3-mercaptopropanamide
[ No CAS ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 2 steps
1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 48 h / 20 °C
2: sodium hydroxide / methanol / 20 °C / Inert atmosphere
Reference：
[1]Kaya, Cansu; Konstantinović, Jelena; Kany, Andreas M.; Andreas, Anastasia; Kramer, Jan S.; Brunst, Steffen; Weizel, Lilia; Rotter, Marco J.; Frank, Denia; Yahiaoui, Samir; Müller, Rolf; Hartmann, Rolf W.; Haupenthal, Jörg; Proschak, Ewgenij; Wichelhaus, Thomas A.; Hirsch, Anna K. H.
[Journal of Medicinal Chemistry, 2022, vol. 65, # 5, p. 3913 - 3922]
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