Home Cart 0 Sign in  

[ CAS No. 4663-99-4 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 4663-99-4
Chemical Structure| 4663-99-4
Structure of 4663-99-4 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 4663-99-4 ]

Related Doc. of [ 4663-99-4 ]

Alternatived Products of [ 4663-99-4 ]

Product Details of [ 4663-99-4 ]

CAS No. :4663-99-4 MDL No. :MFCD00229426
Formula : C7H7N3O2 Boiling Point : -
Linear Structure Formula :- InChI Key :ANNOWMBWHHKGLN-UHFFFAOYSA-N
M.W : 165.15 Pubchem ID :351759
Synonyms :

Calculated chemistry of [ 4663-99-4 ]

Physicochemical Properties

Num. heavy atoms : 12
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.0
Num. rotatable bonds : 2
Num. H-bond acceptors : 3.0
Num. H-bond donors : 2.0
Molar Refractivity : 40.43
TPSA : 99.07 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) : -8.3 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.06
Log Po/w (XLOGP3) : -1.4
Log Po/w (WLOGP) : -0.72
Log Po/w (MLOGP) : -1.17
Log Po/w (SILICOS-IT) : -0.35
Consensus Log Po/w : -0.72

Druglikeness

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

Water Solubility

Log S (ESOL) : -0.22
Solubility : 99.5 mg/ml ; 0.603 mol/l
Class : Very soluble
Log S (Ali) : -0.18
Solubility : 109.0 mg/ml ; 0.662 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -1.2
Solubility : 10.5 mg/ml ; 0.0637 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.34

Safety of [ 4663-99-4 ]

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

Application In Synthesis of [ 4663-99-4 ]

* 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 [ 4663-99-4 ]
  • Downstream synthetic route of [ 4663-99-4 ]

[ 4663-99-4 ] Synthesis Path-Upstream   1~4

  • 1
  • [ 4663-99-4 ]
  • [ 4318-78-9 ]
YieldReaction ConditionsOperation in experiment
61% With bromine; sodium hydroxide In water at 0 - 75℃; for 7.25 h; Schlenk technique; Inert atmosphere The following Hofmann rearrangement was carried out according to a modified patent procedure.[39] Pyridine-3,5-dicarboxamide 45 (3.54 g, 21.4 mmol) was added to aqueous 4 M NaOH (18 mL). To this mixture was added a solution of bromine (2.65 mL, 8.27 g,51.9 mmol Br2) in aqueous 4 M NaOH (53 mL) at 0 °C dropwise over 15 min. The mixture was stirred at RT for 1 h until it turned to a clear yellow solution and was heated at 75 °C for 6 h. The now dark brown solution was washed with diethyl ether (50 mL) to remove by products and submitted to a continuous extraction with ethyl acetate (150 mL) for 3 d. Thes olvent evaporated in vacuo and pyridine-3,5-diamine 29 (1.43 g, 13.0 mmol, 61 percent) was obtained as a greenish brown solid (Rf = 0.14, CH2Cl2 / MeOH 10 : 1).
Reference: [1] Synthesis (Germany), 2014, vol. 46, # 9, p. 1243 - 1253
  • 2
  • [ 15074-61-0 ]
  • [ 4663-99-4 ]
YieldReaction ConditionsOperation in experiment
70% With ammonia In dichloromethane; water at -10 - 20℃; for 1 h; Schlenk technique; Inert atmosphere Pyridine-3,5-dicarboxamide 45 was synthesized according to a modified procedure by Carelli.[38] Dichloromethane was used as a cosolvent to increase the reacting surface and prevent foam formation that would occur in case of solid addition. Pyridine-3,5-dicarbonyldichloride 44 (1.61 g, 7.89 mmol) was dissolved in CH2Cl2 (10 mL) and added drop wise under vigorous at RT for 1 h, filtered through Celite and recrystallized in EtOH / H2O (50 : 50). Tan flakes of 45 (910 mg, 3.51 mmol, 70 percent) were obtained (Rf = 0, CH2Cl2 / MeOH 10 : 1, mp = 115 °C).
Reference: [1] Journal of Organic Chemistry, 2015, vol. 80, # 5, p. 2676 - 2699
[2] Journal of the Chemical Society. Perkin Transactions 1, 2002, # 4, p. 542 - 547
[3] Synthesis (Germany), 2014, vol. 46, # 9, p. 1243 - 1253
[4] Monatshefte fuer Chemie, 1914, vol. 35, p. 783,784
[5] Monatshefte fuer Chemie, 1914, vol. 35, p. 783,784
[6] Journal of Heterocyclic Chemistry, 2015, vol. 52, # 1, p. 221 - 226
  • 3
  • [ 4591-55-3 ]
  • [ 4663-99-4 ]
Reference: [1] Monatshefte fuer Chemie, 1914, vol. 35, p. 783,784
[2] Patent: WO2013/72470, 2013, A1, . Location in patent: Page/Page column 6
  • 4
  • [ 499-81-0 ]
  • [ 4663-99-4 ]
Reference: [1] Synthesis (Germany), 2014, vol. 46, # 9, p. 1243 - 1253
[2] Journal of Heterocyclic Chemistry, 2015, vol. 52, # 1, p. 221 - 226
[3] Journal of Organic Chemistry, 2015, vol. 80, # 5, p. 2676 - 2699
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 4663-99-4 ]

Amides

Chemical Structure| 7418-66-8

[ 7418-66-8 ]

4-Aminonicotinamide

Similarity: 0.85

Chemical Structure| 58539-65-4

[ 58539-65-4 ]

2-Methylnicotinamide

Similarity: 0.84

Chemical Structure| 6960-22-1

[ 6960-22-1 ]

6-Methylpyridine-3-carboxamide

Similarity: 0.84

Chemical Structure| 1453-82-3

[ 1453-82-3 ]

Isonicotinamide

Similarity: 0.83

Chemical Structure| 10177-15-8

[ 10177-15-8 ]

5-Phenylnicotinamide

Similarity: 0.83

Amines

Chemical Structure| 7418-66-8

[ 7418-66-8 ]

4-Aminonicotinamide

Similarity: 0.85

Chemical Structure| 58539-65-4

[ 58539-65-4 ]

2-Methylnicotinamide

Similarity: 0.84

Chemical Structure| 6960-22-1

[ 6960-22-1 ]

6-Methylpyridine-3-carboxamide

Similarity: 0.84

Chemical Structure| 1453-82-3

[ 1453-82-3 ]

Isonicotinamide

Similarity: 0.83

Chemical Structure| 10177-15-8

[ 10177-15-8 ]

5-Phenylnicotinamide

Similarity: 0.83

Related Parent Nucleus of
[ 4663-99-4 ]

Pyridines

Chemical Structure| 7418-66-8

[ 7418-66-8 ]

4-Aminonicotinamide

Similarity: 0.85

Chemical Structure| 58539-65-4

[ 58539-65-4 ]

2-Methylnicotinamide

Similarity: 0.84

Chemical Structure| 6960-22-1

[ 6960-22-1 ]

6-Methylpyridine-3-carboxamide

Similarity: 0.84

Chemical Structure| 1453-82-3

[ 1453-82-3 ]

Isonicotinamide

Similarity: 0.83

Chemical Structure| 10177-15-8

[ 10177-15-8 ]

5-Phenylnicotinamide

Similarity: 0.83