Home Cart 0 Sign in  
X

[ CAS No. 3731-53-1 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
HazMat Fee +

There will be a HazMat fee per item when shipping a dangerous goods. The HazMat fee will be charged to your UPS/DHL/FedEx collect account or added to the invoice unless the package is shipped via Ground service. Ship by air in Excepted Quantity (each bottle), which is up to 1g/1mL for class 6.1 packing group I or II, and up to 25g/25ml for all other HazMat items.

Type HazMat fee for 500 gram (Estimated)
Excepted Quantity USD 0.00
Limited Quantity USD 15-60
Inaccessible (Haz class 6.1), Domestic USD 80+
Inaccessible (Haz class 6.1), International USD 150+
Accessible (Haz class 3, 4, 5 or 8), Domestic USD 100+
Accessible (Haz class 3, 4, 5 or 8), International USD 200+
3d Animation Molecule Structure of 3731-53-1
Chemical Structure| 3731-53-1
Chemical Structure| 3731-53-1
Structure of 3731-53-1 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 3731-53-1 ]

Related Doc. of [ 3731-53-1 ]

Alternatived Products of [ 3731-53-1 ]

Product Citations

Ingraham, Charles H. IV ; Stalinska, Joanna ; Carson, Sean C. , et al. DOI: PubMed ID:

Abstract: Glioblastomas are highly aggressive brain tumors for which therapeutic options are very limited. In a quest for new anti-glioblastoma drugs, we focused on specific structural modifications to the benzoyl-phenoxy-acetamide (BPA) structure present in a common lipid-lowering drug, fenofibrate, and in our first prototype glioblastoma drug, PP1. Here, we propose extensive computational analyses to improve the selection of the most effective glioblastoma drug candidates. Initially, over 100 structural BPA variations were analyzed and their physicochemical properties, such as water solubility (- logS), calculated partition coefficient (ClogP), probability for BBB crossing (BBB_SCORE), probability for CNS penetration (CNS-MPO) and calculated cardiotoxicity (hERG), were evaluated. This integrated approach allowed us to select pyridine variants of BPA that show improved BBB penetration, water solubility, and low cardiotoxicity. Herein the top 24 compounds were synthesized and analyzed in cell culture. Six of them demonstrated glioblastoma toxicity with IC50 ranging from 0.59 to 3.24 µM. Importantly, one of the compounds, HR68, accumulated in the brain tumor tissue at 3.7 ± 0.5 µM, which exceeds its glioblastoma IC50 (1.17 µM) by over threefold.

Purchased from AmBeed: ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ;

Product Details of [ 3731-53-1 ]

CAS No. :3731-53-1 MDL No. :MFCD00006449
Formula : C6H8N2 Boiling Point : -
Linear Structure Formula :NH2CH2(C5H4N) InChI Key :TXQWFIVRZNOPCK-UHFFFAOYSA-N
M.W : 108.14 Pubchem ID :77317
Synonyms :
Chemical Name :Pyridin-4-ylmethanamine

Calculated chemistry of [ 3731-53-1 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 8
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.17
Num. rotatable bonds : 1
Num. H-bond acceptors : 2.0
Num. H-bond donors : 1.0
Molar Refractivity : 31.91
TPSA : 38.91 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) : -7.23 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.08
Log Po/w (XLOGP3) : -0.38
Log Po/w (WLOGP) : 0.39
Log Po/w (MLOGP) : -0.14
Log Po/w (SILICOS-IT) : 1.01
Consensus Log Po/w : 0.39

Druglikeness

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

Water Solubility

Log S (ESOL) : -0.76
Solubility : 18.8 mg/ml ; 0.174 mol/l
Class : Very soluble
Log S (Ali) : 0.03
Solubility : 115.0 mg/ml ; 1.06 mol/l
Class : Highly soluble
Log S (SILICOS-IT) : -2.0
Solubility : 1.07 mg/ml ; 0.00991 mol/l
Class : Soluble

Medicinal Chemistry

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

Safety of [ 3731-53-1 ]

Signal Word:Danger Class:8
Precautionary Statements:P501-P264-P280-P303+P361+P353-P301+P330+P331-P363-P304+P340+P310-P305+P351+P338+P310-P405 UN#:2735
Hazard Statements:H314 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 3731-53-1 ]

* 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 [ 3731-53-1 ]
  • Downstream synthetic route of [ 3731-53-1 ]

[ 3731-53-1 ] Synthesis Path-Upstream   1~3

  • 1
  • [ 3731-53-1 ]
  • [ 6971-44-4 ]
Reference: [1] Tetrahedron Letters, 1985, vol. 26, # 48, p. 5863 - 5866
  • 2
  • [ 3731-53-1 ]
  • [ 121-60-8 ]
  • [ 144-80-9 ]
Reference: [1] Patent: US6369086, 2002, B1,
  • 3
  • [ 3731-53-1 ]
  • [ 2942-59-8 ]
  • [ 854382-06-2 ]
YieldReaction ConditionsOperation in experiment
89%
Stage #1: at 20℃; for 0.333333 h;
Stage #2: at 110℃; for 2 h;
2 - chloro nicotinic acid (25.3mmol), copper oxide (catalytic amount), potassium carbonate (25.3mmol) is added to the 100 ml round bottom flask, under normal temperature 20min, adding 4 - dimethylamino pyridine (50.6mmol), 110 °C heating 2h. After adding the ethyl acetate to stir to room temperature, filtered, the filter cake washed first with ethyl acetate for 2 times, water (20 ml) dissolved, 4N hydrochloric acid adjusted to pH 5 - 6, standing out, filtered, the filter cake drying, to obtain crude, ethanol heat beating further purification, filtration, forms offwhite solid 5.16g, yield 89percent
Reference: [1] Journal of Medicinal Chemistry, 2017, vol. 60, # 7, p. 2930 - 2943
[2] Patent: CN106565599, 2017, A, . Location in patent: Paragraph 0082-0086
[3] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 21, p. 6003 - 6008
Recommend Products
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 3731-53-1 ]

Amines

Chemical Structure| 64460-41-9

[ 64460-41-9 ]

Pyridin-4-ylmethanamine hydrochloride

Similarity: 0.97

Chemical Structure| 6971-44-4

[ 6971-44-4 ]

N-Methyl-1-(pyridin-4-yl)methanamine

Similarity: 0.89

Chemical Structure| 1357353-58-2

[ 1357353-58-2 ]

(2-Methylpyridin-4-yl)methanamine dihydrochloride

Similarity: 0.87

Chemical Structure| 199296-51-0

[ 199296-51-0 ]

4-(Aminomethyl)pyridin-2-amine

Similarity: 0.87

Chemical Structure| N/A

[ N/A ]

(R)-1-(Pyridin-4-yl)ethanamine dihydrochloride

Similarity: 0.85

Related Parent Nucleus of
[ 3731-53-1 ]

Pyridines

Chemical Structure| 64460-41-9

[ 64460-41-9 ]

Pyridin-4-ylmethanamine hydrochloride

Similarity: 0.97

Chemical Structure| 6971-44-4

[ 6971-44-4 ]

N-Methyl-1-(pyridin-4-yl)methanamine

Similarity: 0.89

Chemical Structure| 1357353-58-2

[ 1357353-58-2 ]

(2-Methylpyridin-4-yl)methanamine dihydrochloride

Similarity: 0.87

Chemical Structure| 199296-51-0

[ 199296-51-0 ]

4-(Aminomethyl)pyridin-2-amine

Similarity: 0.87

Chemical Structure| N/A

[ N/A ]

(R)-1-(Pyridin-4-yl)ethanamine dihydrochloride

Similarity: 0.85