Home Cart 0 Sign in  
X

[ CAS No. 1681-37-4 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 1681-37-4
Chemical Structure| 1681-37-4
Chemical Structure| 1681-37-4
Structure of 1681-37-4 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 1681-37-4 ]

Related Doc. of [ 1681-37-4 ]

Alternatived Products of [ 1681-37-4 ]

Product Details of [ 1681-37-4 ]

CAS No. :1681-37-4 MDL No. :MFCD00160304
Formula : C5H5N3O2 Boiling Point : -
Linear Structure Formula :- InChI Key :IUPPEELMBOPLDJ-UHFFFAOYSA-N
M.W : 139.11 Pubchem ID :548803
Synonyms :

Calculated chemistry of [ 1681-37-4 ]

Physicochemical Properties

Num. heavy atoms : 10
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.0
Num. rotatable bonds : 1
Num. H-bond acceptors : 3.0
Num. H-bond donors : 1.0
Molar Refractivity : 37.46
TPSA : 84.73 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) : -6.76 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.81
Log Po/w (XLOGP3) : 0.55
Log Po/w (WLOGP) : 0.58
Log Po/w (MLOGP) : -0.53
Log Po/w (SILICOS-IT) : -1.44
Consensus Log Po/w : -0.01

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -1.43
Solubility : 5.2 mg/ml ; 0.0374 mol/l
Class : Very soluble
Log S (Ali) : -1.9
Solubility : 1.75 mg/ml ; 0.0126 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -1.02
Solubility : 13.3 mg/ml ; 0.0957 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 2.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.97

Safety of [ 1681-37-4 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 1681-37-4 ]

* 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 [ 1681-37-4 ]
  • Downstream synthetic route of [ 1681-37-4 ]

[ 1681-37-4 ] Synthesis Path-Upstream   1~37

  • 1
  • [ 1681-37-4 ]
  • [ 122-51-0 ]
  • [ 272-97-9 ]
Reference: [1] Tetrahedron Letters, 2013, vol. 54, # 31, p. 4054 - 4057
  • 2
  • [ 1681-37-4 ]
  • [ 272-97-9 ]
Reference: [1] Recueil des Travaux Chimiques des Pays-Bas, 1949, vol. 68, p. 1013,1024
  • 3
  • [ 1681-37-4 ]
  • [ 2770-01-6 ]
Reference: [1] Recueil des Travaux Chimiques des Pays-Bas, 1949, vol. 68, p. 1013,1024
  • 4
  • [ 1681-37-4 ]
  • [ 3243-24-1 ]
Reference: [1] Recueil des Travaux Chimiques des Pays-Bas, 1949, vol. 68, p. 1013,1024
  • 5
  • [ 1681-37-4 ]
  • [ 54-96-6 ]
YieldReaction ConditionsOperation in experiment
97% With palladium 10% on activated carbon; hydrogen In tetrahydrofuran at 10℃; for 24 h; The commercially available 3-nitropyridin-4-amine (50 g, 395 mmol) in the mixture of methanol (500 ml) and THF (500 ml) was hydrogenated with 10 percent Pd/C (5 g) as a catalyst at 10°C (1 atm) for 24 h. After uptake of (3 eq), the catalyst was filtered off and the filtrate was evaporated. 38 g of the title intermediate 8 was obtained, (Yield 97 percent).
Reference: [1] Journal of Heterocyclic Chemistry, 1999, vol. 36, # 5, p. 1143 - 1145
[2] Patent: WO2014/114776, 2014, A1, . Location in patent: Page/Page column 25
[3] Chemistry of Materials, 2016, vol. 28, # 7, p. 2058 - 2066
[4] Journal of Heterocyclic Chemistry, 1986, vol. 23, # 3, p. 669 - 672
[5] Chemische Berichte, 1926, vol. 59, p. 1210
[6] Justus Liebigs Annalen der Chemie, 1935, vol. 518, p. 274,287
[7] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 18, p. 5023 - 5026
[8] Journal of Medicinal Chemistry, 2017, vol. 60, # 14, p. 6289 - 6304
[9] Patent: WO2017/168333, 2017, A1, . Location in patent: Page/Page column 16
  • 6
  • [ 1681-37-4 ]
  • [ 33631-02-6 ]
Reference: [1] Recueil des Travaux Chimiques des Pays-Bas, 1949, vol. 68, p. 1013,1024
  • 7
  • [ 1681-37-4 ]
  • [ 4635-08-9 ]
Reference: [1] Justus Liebigs Annalen der Chemie, 1935, vol. 518, p. 274,287
[2] Synthesis, 2011, # 5, p. 794 - 806
  • 8
  • [ 2530-26-9 ]
  • [ 4214-76-0 ]
  • [ 4214-75-9 ]
  • [ 1681-37-4 ]
Reference: [1] Tetrahedron Letters, 2001, vol. 42, # 26, p. 4393 - 4395
  • 9
  • [ 2530-26-9 ]
  • [ 4214-76-0 ]
  • [ 4214-75-9 ]
  • [ 3346-63-2 ]
  • [ 1681-37-4 ]
Reference: [1] Liebigs Annalen der Chemie, 1991, # 9, p. 875 - 878
[2] Liebigs Annalen der Chemie, 1991, # 9, p. 875 - 878
  • 10
  • [ 1681-37-4 ]
  • [ 33544-42-2 ]
Reference: [1] Farmaco (Societa chimica italiana : 1989), 1989, vol. 44, # 3, p. 279 - 301
  • 11
  • [ 1681-37-4 ]
  • [ 89284-05-9 ]
YieldReaction ConditionsOperation in experiment
87% at 100℃; Sealed tube A mixture of 3-nitropyridin-4-amine (LXVIII) (10 g, 71.88 mmol) and acetic acid (100 ml) was added to a sealed tube followed by addition of NaOAc (29.50 g, 359 mmol) and dropwise addition of bromine (4.43 ml 86.3 mmol) under stirring. The sealed tube was heated at 100° C. for overnight. The reaction mixture was concentrated under vacuum to obtain a solid which was dissolved in water, basified with saturated aqueous NaHCO3 and extracted with DCM. The combined organic extracts were dried and concentrated to produce 3-bromo-5-nitropyridin-4-amine (LXIX) as a yellow solid (13.7 g, 62.8 mmol, 87percent yield). 1H NMR (DMSO-d6, 500 MHz) δ ppm 8.58 (s, 1H), 9.19 (s, 1H); ESIMS found for C5H4BrN3O2 m/z 218.1 (M+H).
77%
Stage #1: at 100℃; for 28 h; in sealed tube
Stage #2: With sodium hydrogencarbonate In water
Step 1[00202] A mixture of 3-nitropyridin-4-amine (XLV) (10 g, 71.94mmol) and acetic acid (120 ml) was added to a sealed tube followed by addition of NaOAc (29.50g, 93.52mmol) and dropwise addition of bromine (4.7ml 359.7 mmol) under stirring. The sealed tube was heated at 100°C for 28 h until TLC showed consumption of starting material. The reaction mixture was concentrated to obtain a solid which was dissolved in water, basified with NaHC03 and extracted with EtOAc. The combined organic extracts were dried and concentrated to produce 3-bromo-5-nitropyridin-4-amine (XLVI) as a yellow solid (12 g, 55 mmol, 77percent yield). 1H NMR (DMSO-d6) δ ppm 9.19 ( s, 1H), 8.58 (s, 1H); ESIMS found for C5H4BrN302m/z 217, 219 (M+, M+2).
77% at 100℃; for 28 h; A mixture of 3-nitropyridin-4-amine (LVII) (10 g, 71.94 mmol) and acetic acid (120 mL) was added to a sealed tube followed by addition of NaOAc (29.50 g, 93.52 mmol) and dropwise addition of bromine (4.7 ml 359.7 mmol) under stirring. The sealed tube was heated at 100° C. for 28 h until TLC showed consumption of starting material. The reaction mixture was concentrated to obtain a solid which was dissolved in water, basified with NaHCO3 and extracted with EtOAc. The combined organic extracts were dried and concentrated to produce 3-bromo-5-nitropyridin-4-amine (LVIII) as a yellow solid (12 g, 55 mmol, 77percent yield). 1H NMR (DMSO-d6) δ ppm 9.19 (s, 1H), 8.58 (s, 1H); ESIMS found for C5H4BrN3O2 m/z 217, 219 (M+, M+2).
77% With bromine; sodium acetate; acetic acid In water at 100℃; for 28 h; Sealed tube Step a;A mixture of 3-nitropyridin-4-amine (XII) (10 g, 71.94 mmol) and acetic acid (120 ml) was added to a sealed tube followed by addition of NaOAc (29.50g, 93.52mmol) and dropwise addition of bromine (4.7ml 359.7 mmol) under stirring. The sealed tube was heated at 100°C for 28 h until TLC showed consumption of starting material.The reaction mixture was concentrated to obtain a solid which was dissolved in water, basified with NaHCO3 and extracted with ethyl acetate. The combined organic extracts were dried and concentrated to produce 3-bromo-5-nitropyridin-4-amine (XIII) as a yellow solid (12 g, 55 mmol, 77percent yield).
1H NMR (DMSO-d6) δ ppm 9.19 (s, 1H), 8.58 (s, 1H); ESIMS found for C5H4BrN3O2 m/z 217, 219 (M+, M+2).
77% With bromine; sodium acetate In acetic acid at 100℃; for 28 h; Step 1 (0852) A mixture of 3-nitropyridin-4-amine (LXVI) (10 g, 71.94 mmol) and acetic acid (120 mL) was added to a sealed tube followed by addition of NaOAc (29.50 g, 93.52 mmol) and dropwise addition of bromine (4.7 ml 359.7 mmol) under stirring. The sealed tube was heated at 100° C. for 28 h until TLC showed consumption of starting material. The reaction mixture was concentrated to obtain a solid which was dissolved in water, basified with NaHCO3 and extracted with EtOAc. The combined organic extracts were dried and concentrated to produce 3-bromo-5-nitropyridin-4-amine (LXVII) as a yellow solid (12 g, 55 mmol, 77percent yield). 1H NMR (DMSO-d6) δ ppm 9.19 (s, 1H), 8.58 (s, 1H); ESIMS found for C5H4BrN3O2 m/z 217, 219 (M+, M+2).
76.5% at 100℃; for 28 h; Sealed tube [0667] A mixture of 3-nitropyridin-4-amine (LXVIII) (10 g, 71.94 mmol) and acetic acid (120 mL) was added to a sealed tube followed by addition of NaOAc (29.50g, 93.52mmol) and dropwise addition of bromine (4.7 mL, 359.7 mmol) under stirring. The sealed tube was heated at 100°C for 28 h until TLC showed consumption of starting material. The reaction mixture was concentrated to obtain a solid which was dissolved in water, basified with NaHCC and extracted with EtOAc. The combined organic extracts were dried and concentrated to produce 3-bromo-5- nitropyridin-4-amine (LXIX) as a yellow solid (12 g, 55 mmol, 76.5percent yield). NMR (DMSO- d6) δ ppm 9.19 ( s, 1H), 8.58 (s, 1H); ESIMS found for CjiLBrNsOz mlz 217, 219 (M+, M+2).
67% at 20℃; for 48 h; To a stirred mixture of 38 (3.0 g, 21.6 mmol) and NaOAc (2.7 g, 32.4 mmol) in glacial AcOH (72 mL) was added dropwise a mixture of Br2 (3.8 g, 23.8 mmol) in glacial AcOH (24 mL), then the mixture was stirred for 48 h at room temperature. The reaction was quenched with saturated aqueous Na2S2O3 (10 mL), then the solvent was removed under reduced pressure. The resulting yellow solid was collected by filtration and washed with water (50 mL), then dried under vacuum. The crude product was recrystallized from n-hexane/EtOAc (3:1) to give 39 (3.2 g, 67percent yield) as yellow crystals. 1H and 13C NMR data were in agreement with those previously reported.28

Reference: [1] Patent: US2013/296302, 2013, A1, . Location in patent: Paragraph 0563
[2] Patent: WO2011/84486, 2011, A1, . Location in patent: Page/Page column 119-120
[3] Patent: US2013/267495, 2013, A1, . Location in patent: Paragraph 0460-0461
[4] Patent: EP2464232, 2015, B1, . Location in patent: Paragraph 0087; 0088
[5] Patent: US2016/68548, 2016, A1, . Location in patent: Paragraph 0852
[6] Patent: WO2017/23988, 2017, A1, . Location in patent: Paragraph 0667
[7] Synthesis, 2011, # 5, p. 794 - 806
[8] Tetrahedron, 2012, vol. 68, # 6, p. 1695 - 1703
[9] Chemische Berichte, 1924, vol. 57, p. 1183
[10] Justus Liebigs Annalen der Chemie, 1935, vol. 518, p. 274,287
[11] Patent: US2011/34441, 2011, A1,
  • 12
  • [ 7726-95-6 ]
  • [ 1681-37-4 ]
  • [ 64-19-7 ]
  • [ 89284-05-9 ]
Reference: [1] Chemische Berichte, 1924, vol. 57, p. 1183
  • 13
  • [ 504-24-5 ]
  • [ 1681-37-4 ]
YieldReaction ConditionsOperation in experiment
70% at 20 - 90℃; for 8 h; Under ice bath, pyridin-4-amine (5.0 g, 50.0 mmol) was solubilizedin concentrated sulfuric acid (20 mL), then fuming nitric acid(2.5 mL) was added drop-wise at 0–10 C. After stirring for 5 h at rt,90 C for 3 h and continue to stir at rt overnight. Then the mixturewas poured into ice-water, adjust the pH value to 7 with ammonia,The resulting precipitate was filtered, dried under reduced pressureto yield the title compound as a yellow solid (5.1 g, 70percent).MS [M+H]+ m/z: 140.04.
Reference: [1] Bioorganic and Medicinal Chemistry, 2018, vol. 26, # 9, p. 2621 - 2631
[2] Synthesis, 2011, # 5, p. 794 - 806
[3] Chemistry of Heterocyclic Compounds, 2015, vol. 51, # 2, p. 203 - 204[4] Khim. Geterotsikl. Soedin., 2015, vol. 51, # 2, p. 203 - 204,2
[5] Patent: WO2017/168333, 2017, A1, . Location in patent: Page/Page column 16
[6] Patent: EP1023291, 2004, B1, . Location in patent: Page 13
  • 14
  • [ 13091-23-1 ]
  • [ 1681-37-4 ]
Reference: [1] Patent: US5262415, 1993, A,
[2] Patent: US5371086, 1994, A,
[3] Justus Liebigs Annalen der Chemie, 1937, vol. 529, p. 291
[4] Chemische Berichte, 1924, vol. 57, p. 1188
[5] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 18, p. 5023 - 5026
  • 15
  • [ 1336-21-6 ]
  • [ 94602-04-7 ]
  • [ 1681-37-4 ]
YieldReaction ConditionsOperation in experiment
86.6% With ammonium acetate; triethylamine In water; ethyl acetate EXAMPLE 1
Preparation of 3-Nitro-4-aminopyridine
A 500 ml 3-neck round bottom flask equipped with a condenser, thermometer and mechanical stirrer was charged with 78.4 g (0.383 mol) of 4-ethoxy-3-nitropyridine hydrochloride, 118.1 g (1.53 mol) of ammonium acetate and 183 ml of water.
The stirred reaction mixture was refluxed for 71/2 hours and the progress of the reaction was followed by thin layer chromatography employing a 10:1 ethyl acetate:triethylamine solvent system.
The reaction flask was chilled to approximately 4° C. after the pH of the mixture was adjusted from 5.2 to 8.1 with 60 ml of concentrated ammonium hydroxide.
The yellow precipitate was collected by filtration, washed twice with chilled water and dried under vacuum at 50° C. for 10 hours.
A total dry weight of 46.15 g (86.6percent yield) of 3-nitro-4-aminopyridine was obtained.
The product was verified by NMR and compared to an authentic sample.
Analysis calculated for C5 H5 N3 O2:
Theory: C, 43.17; H, 3.62; N, 30.21;
Found: C, 42.93; H, 3.81; N, 29.97.
Reference: [1] Patent: US4552967, 1985, A,
  • 16
  • [ 1796-84-5 ]
  • [ 1681-37-4 ]
YieldReaction ConditionsOperation in experiment
75% With ammonium acetate; triethylamine In phosphorus pentaoxide; ethyl acetate EXAMPLE 2
Preparation of 3-Nitro-4-aminopyridine
A 25 ml round bottom flask was fitted with a reflux condenser and magnetic stirrer and placed in an oil bath.
The flask was charged with 1.0 g (5.95 mmol) of 4-ethoxy-3-nitropyridine and 5.0 g (65 mmol) of ammonium acetate.
The reaction mixture was heated at 120° C. to provide a homogeneous liquid.
The progress of the reaction was followed by thin layer chromotography employing a 10:1 ethyl acetate:triethylamine solvent system.
After 21/2 hours the reaction mixture was cooled and poured into water.
The yellow precipitate was collected by filtration, washed with water and dried in vacuo at 60° C. over phosphorus pentoxide.
A total of 620 mg of 3-nitro-4-aminopyridine was obtained and chromatographically verified by comparison to an authentic reference standard.
Yield 75percent.
Reference: [1] Patent: US4552967, 1985, A,
  • 17
  • [ 94602-04-7 ]
  • [ 1681-37-4 ]
YieldReaction ConditionsOperation in experiment
79.3%. With ammonium acetate In hydrogenchloride EXAMPLE 3
Preparation of 3-Nitro-4-aminopyridine
A 22 liter 4-neck flask fitted with a reflux condenser, thermometer and mechanical stirrer was charged with 1300 g (6.35 mol) of 4-ethoxy-3-nitropyridine hydrochloride, 2438 g (31.62 mol) of ammonium acetate and 13 1. of glacial acetic acid.
The reaction mixture was refluxed for 3 hours and cooled.
The volatiles were evaporated under reduced pressure and the residue was dissolved in 1N hydrochloric acid.
The insoluble material was removed by filtration and the pH of the filtrate was adjusted to approximately 8.5 with concentrated ammonium hydroxide.
The precipitated solid was collected by filtration, washed with water and dried in a forced air oven to provide 701 g of 3-nitro-4-aminopyridine.
Yield 79.3percent. mp=187°-195° C.
The identity of the product was also confirmed by chromatography in a 10:1 ethyl acetate:triethylamine solvent system by comparison to a reference standard.
Reference: [1] Journal of Heterocyclic Chemistry, 1986, vol. 23, # 3, p. 669 - 672
[2] Patent: US4552967, 1985, A,
[3] Patent: US4552967, 1985, A,
  • 18
  • [ 133520-07-7 ]
  • [ 1681-37-4 ]
Reference: [1] Chemistry of Heterocyclic Compounds (New York, NY, United States), 1990, vol. 26, # 7, p. 834[2] Khimiya Geterotsiklicheskikh Soedinenii, 1990, # 7, p. 995
  • 19
  • [ 79371-42-9 ]
  • [ 1681-37-4 ]
Reference: [1] Journal of Heterocyclic Chemistry, 1999, vol. 36, # 5, p. 1143 - 1145
  • 20
  • [ 26482-55-3 ]
  • [ 1681-37-4 ]
Reference: [1] Collection of Czechoslovak Chemical Communications, 1993, vol. 58, # 3, p. 629 - 648
[2] Australian Journal of Chemistry, 1982, vol. 35, # 10, p. 2025 - 2034
[3] Acta Chimica Hungarica, 1983, vol. 113, # 2, p. 159 - 164
[4] Synthesis, 2011, # 5, p. 794 - 806
  • 21
  • [ 13091-23-1 ]
  • [ 1681-37-4 ]
  • [ 6980-08-1 ]
  • [ 40497-64-1 ]
  • [ 24484-96-6 ]
Reference: [1] Liebigs Annalen der Chemie, 1991, # 9, p. 875 - 878
  • 22
  • [ 5221-42-1 ]
  • [ 1681-37-4 ]
Reference: [1] Journal of Heterocyclic Chemistry, 1999, vol. 36, # 5, p. 1143 - 1145
  • 23
  • [ 626-64-2 ]
  • [ 1681-37-4 ]
Reference: [1] Journal of Heterocyclic Chemistry, 1986, vol. 23, # 3, p. 669 - 672
  • 24
  • [ 5435-54-1 ]
  • [ 1681-37-4 ]
Reference: [1] Journal of Heterocyclic Chemistry, 1986, vol. 23, # 3, p. 669 - 672
  • 25
  • [ 13091-23-1 ]
  • [ 1681-37-4 ]
  • [ 40497-64-1 ]
  • [ 24484-96-6 ]
Reference: [1] Liebigs Annalen der Chemie, 1991, # 9, p. 875 - 878
  • 26
  • [ 2530-26-9 ]
  • [ 4214-76-0 ]
  • [ 4214-75-9 ]
  • [ 1681-37-4 ]
Reference: [1] Tetrahedron Letters, 2001, vol. 42, # 26, p. 4393 - 4395
  • 27
  • [ 2530-26-9 ]
  • [ 4214-76-0 ]
  • [ 4214-75-9 ]
  • [ 3346-63-2 ]
  • [ 1681-37-4 ]
Reference: [1] Liebigs Annalen der Chemie, 1991, # 9, p. 875 - 878
[2] Liebigs Annalen der Chemie, 1991, # 9, p. 875 - 878
  • 28
  • [ 26482-55-3 ]
  • [ 7664-93-9 ]
  • [ 1681-37-4 ]
Reference: [1] Chemische Berichte, 1924, vol. 57, p. 1183
  • 29
  • [ 98130-83-7 ]
  • [ 64-19-7 ]
  • [ 18504-84-2 ]
  • [ 1681-37-4 ]
Reference: [1] Pharmaceutical Bulletin, 1954, vol. 2, p. 34,36
  • 30
  • [ 333-20-0 ]
  • [ 127-08-2 ]
  • [ 54079-68-4 ]
  • [ 64-19-7 ]
  • [ 1681-37-4 ]
Reference: [1] Pharmaceutical Bulletin, 1954, vol. 2, p. 34,36
  • 31
  • [ 67-56-1 ]
  • [ 98130-83-7 ]
  • [ 18504-84-2 ]
  • [ 1681-37-4 ]
Reference: [1] Pharmaceutical Bulletin, 1954, vol. 2, p. 78,79,83
  • 32
  • [ 1681-37-4 ]
  • [ 5435-54-1 ]
Reference: [1] Chemische Berichte, 1924, vol. 57, p. 1183
[2] Chemische Berichte, 1924, vol. 57, p. 1183
  • 33
  • [ 1681-37-4 ]
  • [ 75-03-6 ]
  • [ 562825-95-0 ]
Reference: [1] Molecules, 2017, vol. 22, # 2,
  • 34
  • [ 13091-23-1 ]
  • [ 1681-37-4 ]
  • [ 6980-08-1 ]
  • [ 40497-64-1 ]
  • [ 24484-96-6 ]
Reference: [1] Liebigs Annalen der Chemie, 1991, # 9, p. 875 - 878
  • 35
  • [ 13091-23-1 ]
  • [ 1681-37-4 ]
  • [ 6980-08-1 ]
  • [ 40497-64-1 ]
  • [ 24484-96-6 ]
Reference: [1] Liebigs Annalen der Chemie, 1991, # 9, p. 875 - 878
  • 36
  • [ 13091-23-1 ]
  • [ 1681-37-4 ]
  • [ 40497-64-1 ]
  • [ 24484-96-6 ]
Reference: [1] Liebigs Annalen der Chemie, 1991, # 9, p. 875 - 878
  • 37
  • [ 1681-37-4 ]
  • [ 221241-11-8 ]
Reference: [1] Chemistry of Materials, 2016, vol. 28, # 7, p. 2058 - 2066
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 1681-37-4 ]

Amines

Chemical Structure| 13505-02-7

[ 13505-02-7 ]

4-Nitropyridin-3-amine

Similarity: 0.92

Chemical Structure| 1633-41-6

[ 1633-41-6 ]

N-Methyl-3-nitropyridin-4-amine

Similarity: 0.91

Chemical Structure| 562825-95-0

[ 562825-95-0 ]

N-Ethyl-3-nitropyridin-4-amine

Similarity: 0.89

Chemical Structure| 33544-42-2

[ 33544-42-2 ]

4-Hydrazino-3-nitropyridine

Similarity: 0.88

Chemical Structure| 934-59-8

[ 934-59-8 ]

5-Nitropyridin-3-amine

Similarity: 0.87

Nitroes

Chemical Structure| 13505-02-7

[ 13505-02-7 ]

4-Nitropyridin-3-amine

Similarity: 0.92

Chemical Structure| 1633-41-6

[ 1633-41-6 ]

N-Methyl-3-nitropyridin-4-amine

Similarity: 0.91

Chemical Structure| 562825-95-0

[ 562825-95-0 ]

N-Ethyl-3-nitropyridin-4-amine

Similarity: 0.89

Chemical Structure| 33544-42-2

[ 33544-42-2 ]

4-Hydrazino-3-nitropyridine

Similarity: 0.88

Chemical Structure| 934-59-8

[ 934-59-8 ]

5-Nitropyridin-3-amine

Similarity: 0.87

Related Parent Nucleus of
[ 1681-37-4 ]

Pyridines

Chemical Structure| 13505-02-7

[ 13505-02-7 ]

4-Nitropyridin-3-amine

Similarity: 0.92

Chemical Structure| 1633-41-6

[ 1633-41-6 ]

N-Methyl-3-nitropyridin-4-amine

Similarity: 0.91

Chemical Structure| 562825-95-0

[ 562825-95-0 ]

N-Ethyl-3-nitropyridin-4-amine

Similarity: 0.89

Chemical Structure| 33544-42-2

[ 33544-42-2 ]

4-Hydrazino-3-nitropyridine

Similarity: 0.88

Chemical Structure| 934-59-8

[ 934-59-8 ]

5-Nitropyridin-3-amine

Similarity: 0.87