Home Cart 0 Sign in  
X

[ CAS No. 16462-27-4 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 16462-27-4
Chemical Structure| 16462-27-4
Chemical Structure| 16462-27-4
Structure of 16462-27-4 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 16462-27-4 ]

Related Doc. of [ 16462-27-4 ]

Alternatived Products of [ 16462-27-4 ]

Product Details of [ 16462-27-4 ]

CAS No. :16462-27-4 MDL No. :MFCD00085600
Formula : C5H5N5 Boiling Point : -
Linear Structure Formula :- InChI Key :OYUQCQCQLDTRHQ-UHFFFAOYSA-N
M.W : 135.13 Pubchem ID :282115
Synonyms :

Calculated chemistry of [ 16462-27-4 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 10
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.0
Num. rotatable bonds : 0
Num. H-bond acceptors : 3.0
Num. H-bond donors : 2.0
Molar Refractivity : 35.56
TPSA : 101.61 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) : -7.28 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.61
Log Po/w (XLOGP3) : -0.22
Log Po/w (WLOGP) : -0.47
Log Po/w (MLOGP) : -1.82
Log Po/w (SILICOS-IT) : -0.52
Consensus Log Po/w : -0.48

Druglikeness

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

Water Solubility

Log S (ESOL) : -0.98
Solubility : 14.0 mg/ml ; 0.104 mol/l
Class : Very soluble
Log S (Ali) : -1.46
Solubility : 4.72 mg/ml ; 0.0349 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -0.99
Solubility : 13.9 mg/ml ; 0.103 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.93

Safety of [ 16462-27-4 ]

Signal Word:Warning Class:
Precautionary Statements:P280-P305+P351+P338 UN#:
Hazard Statements:H317-H319 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 16462-27-4 ]

* 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 [ 16462-27-4 ]
  • Downstream synthetic route of [ 16462-27-4 ]

[ 16462-27-4 ] Synthesis Path-Upstream   1~10

  • 1
  • [ 16462-27-4 ]
  • [ 20781-06-0 ]
YieldReaction ConditionsOperation in experiment
81% With hydrogen In methanol at 20℃; for 24 h; A solution of 0.41 g (2 mmol) of the compound of formula V was dissolved in methanol and 0.13 g (2 mmol) of Raney nickel (catalyst) was reacted with H2 at room temperature for 24 h, and an appropriate amount of water was added, extracted with ethyl acetate, The residue was purified by silica gel column chromatography (eluent: methanol: dichloromethane = 1: 30, v / v), and the residue was purified by silica gel column chromatography. To give a white solid (compound of formula V) in 81percent yield.
Reference: [1] Patent: CN106938997, 2017, A, . Location in patent: Paragraph 0048; 0061-0062
[2] Journal of Medicinal Chemistry, 1983, vol. 26, # 5, p. 667 - 673
[3] Bioorganic and Medicinal Chemistry, 2010, vol. 18, # 9, p. 3187 - 3197
[4] Journal of Medicinal Chemistry, 2004, vol. 47, # 1, p. 240 - 253
[5] Bioorganic and Medicinal Chemistry, 2017, vol. 25, # 20, p. 5652 - 5661
  • 2
  • [ 64-18-6 ]
  • [ 16462-27-4 ]
  • [ 20781-06-0 ]
YieldReaction ConditionsOperation in experiment
78% With Raney Nickel In water for 3 - 4 h; Reflux Raney nickel (2.5 g of 50percent slurry with water) was added to a solution of 2,4-diaminopyrimidine-5-carbonitrile (2.0 g, 14.8 mmol) in 98-100percent formic acid (20 mL) and the reaction mixture was refluxed for 3-4 h. After which, the reaction mixture was filtered and washed with 10 mL formic acid. The filtrate and washings were collected together and concentrated under reduced pressure. The resulting residue was stirred in 30percent ammonia solution and cooled to get free flowing solid product which was filtered and washed with water followed by drying to get of 2,4-diaminopyrimidine- 5-carbaldehyde (1.8 g, yield: 78percent) as off white solid.
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 7, p. 2428 - 2433
  • 3
  • [ 506-93-4 ]
  • [ 123-06-8 ]
  • [ 16462-27-4 ]
YieldReaction ConditionsOperation in experiment
71% With sodium ethanolate In ethanol at 5℃; for 8 h; 1.22 g (10 mmol) of guanidine nitrate was dissolved in 50 ml of sodium ethoxide and ethanol, and 1.22 g (10 mmol) of ethoxymethylenemalonitrile was added at 5 ° C for 8 h. Appropriate amount of water was added and extracted with ethyl acetate The organic phase was washed with saturated brine and the organic phase was concentrated (the solvent was removed under reduced pressure). The residue was purified by silica gel column chromatography (eluent: dichloromethane = 1: 30, v / v) to give a white solid (compound of formula IV) in 71percent yield.
Reference: [1] Patent: CN106938997, 2017, A, . Location in patent: Paragraph 0048; 0058-0059
[2] Bioorganic and Medicinal Chemistry, 2010, vol. 18, # 9, p. 3187 - 3197
  • 4
  • [ 50-01-1 ]
  • [ 123-06-8 ]
  • [ 16462-27-4 ]
YieldReaction ConditionsOperation in experiment
79%
Stage #1: for 0.166667 - 0.25 h; Reflux
Stage #2: at 20℃; for 8 h;
To the freshly prepared sodium ethoxide [sodium (0.83 g, 36 mmol) in 20 ml absolute ethanol] solution; guanidine hydrochloride (3.1 g, 32.8 mmol) was added and the reaction mixture was heated to reflux for 10-15 min, the clear solution immediately turned turbid white. The solution was filtered and washed with 10 mL absolute ethanol and the filtrate with combined washings was used further. To the filtrate, ethoxymethylene malononitrile (4 g, 32.8 mmol) was added in portions and the reaction mixture stirred for 8 h at room temperature, after which it was concentrated to dryness and the obtained residue was dissolved in glacial acetic acid at reflux temperature. On cooling yellow crystals started precipitating out. The product was filtered, washed with diethyl ether (2x20mL) and then dried to yield of 2, 4-diaminopyrimidine-5-carbonitrile (3.5 g, 79percent) as yellow solid.
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 7, p. 2428 - 2433
[2] Journal of Medicinal Chemistry, 2004, vol. 47, # 1, p. 240 - 253
[3] Bioorganic and Medicinal Chemistry, 2017, vol. 25, # 20, p. 5652 - 5661
  • 5
  • [ 42310-45-2 ]
  • [ 1006-59-3 ]
  • [ 16462-27-4 ]
  • [ 36821-97-3 ]
YieldReaction ConditionsOperation in experiment
66% With hydrogenchloride; sodium bicarbonate In water; acetic acid; acetone 2,4-Diamino-5-(3,5-diethyl-4-hydroxybenzyl)pyrimidine
2,4-Diamino-5-hydroxymethyl pyrimidine (1.4 g. 0.01 mole) and 2,6-diethylphenol (1.6 g., 0.01 mole) in glacial acetic acid (100 ml) containing conc. hydrochloric acid (3 ml.), were heated on a steam-bath.
The initial precipitate slowly dissolved After 5 hours the reaction was cooled and evaporated to dryness on a rotary-evaporator.
The residue was treated with acetone (50 ml.) and triturated to give a granular solid.
The solid was filtered and recrystallized from water to give the product as the hydrochloride, m.p. 277°-279° C.
Alternatively, the crude solid or the hydrochloride was dissolved in hot water and neutralised with a solution of sodium hydrogen carbonate to give the free base.
Recrystallisation from aqueous ethanol gave colourless needles of 2,4-diamino-5-(3,5-diethyl-4-hydroxybenzyl)pyrimidine, m.p. 204°-205° C. Yield 66percent on theory.
Reference: [1] Patent: US4116958, 1978, A,
  • 6
  • [ 94741-69-2 ]
  • [ 16462-27-4 ]
Reference: [1] Journal of Heterocyclic Chemistry, 1987, vol. 24, p. 1305 - 1307
  • 7
  • [ 113411-64-6 ]
  • [ 16462-27-4 ]
Reference: [1] Journal of Heterocyclic Chemistry, 1987, vol. 24, p. 1305 - 1307
  • 8
  • [ 16462-29-6 ]
  • [ 16462-27-4 ]
Reference: [1] Yakugaku Zasshi, 1942, vol. 62, p. 417,443;dtsch.Ref.S.122,125[2] Chem.Abstr., 1951, p. 4724
  • 9
  • [ 113-00-8 ]
  • [ 123-06-8 ]
  • [ 16462-27-4 ]
Reference: [1] Chemische Berichte, 1938, vol. 71, p. 87,99
[2] Journal of the American Chemical Society, 1943, vol. 65, p. 2222,2224[3] Journal of the American Chemical Society, 1944, vol. 66, p. 876,877
[4] Chemische Berichte, 1938, vol. 71, p. 87,99
[5] Journal of the American Chemical Society, 1943, vol. 65, p. 2222,2224[6] Journal of the American Chemical Society, 1944, vol. 66, p. 876,877
  • 10
  • [ 16462-27-4 ]
  • [ 66131-74-6 ]
Reference: [1] Journal of Scientific and Industrial Research, 1958, vol. 17 B, p. 63,68
Recommend Products
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 16462-27-4 ]

Amines

Chemical Structure| 698-29-3

[ 698-29-3 ]

4-Amino-2-methylpyrimidine-5-carbonitrile

Similarity: 0.79

Chemical Structure| 1753-48-6

[ 1753-48-6 ]

2-Aminopyrimidine-5-carbonitrile

Similarity: 0.79

Chemical Structure| 76574-44-2

[ 76574-44-2 ]

4-Amino-6-methylpyrimidine-5-carbonitrile

Similarity: 0.77

Chemical Structure| 20781-06-0

[ 20781-06-0 ]

2,4-Diaminopyrimidine-5-carboxaldehyde

Similarity: 0.75

Chemical Structure| 94741-69-2

[ 94741-69-2 ]

4-Amino-2-chloro-5-pyrimidinecarbonitrile

Similarity: 0.72

Nitriles

Chemical Structure| 698-29-3

[ 698-29-3 ]

4-Amino-2-methylpyrimidine-5-carbonitrile

Similarity: 0.79

Chemical Structure| 1753-48-6

[ 1753-48-6 ]

2-Aminopyrimidine-5-carbonitrile

Similarity: 0.79

Chemical Structure| 76574-44-2

[ 76574-44-2 ]

4-Amino-6-methylpyrimidine-5-carbonitrile

Similarity: 0.77

Chemical Structure| 94741-69-2

[ 94741-69-2 ]

4-Amino-2-chloro-5-pyrimidinecarbonitrile

Similarity: 0.72

Chemical Structure| 60025-09-4

[ 60025-09-4 ]

4-Amino-6-chloropyrimidine-5-carbonitrile

Similarity: 0.71

Related Parent Nucleus of
[ 16462-27-4 ]

Pyrimidines

Chemical Structure| 698-29-3

[ 698-29-3 ]

4-Amino-2-methylpyrimidine-5-carbonitrile

Similarity: 0.79

Chemical Structure| 1753-48-6

[ 1753-48-6 ]

2-Aminopyrimidine-5-carbonitrile

Similarity: 0.79

Chemical Structure| 76574-44-2

[ 76574-44-2 ]

4-Amino-6-methylpyrimidine-5-carbonitrile

Similarity: 0.77

Chemical Structure| 20781-06-0

[ 20781-06-0 ]

2,4-Diaminopyrimidine-5-carboxaldehyde

Similarity: 0.75

Chemical Structure| 94741-69-2

[ 94741-69-2 ]

4-Amino-2-chloro-5-pyrimidinecarbonitrile

Similarity: 0.72