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[ CAS No. 499-80-9 ] {[proInfo.proName]}

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Chemical Structure| 499-80-9
Chemical Structure| 499-80-9
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Product Citations

Product Citations

Charles Izuchukwu Ezekiel ; Sanika Jadhav ; Lewis L. Stevens , et al. DOI:

Abstract: Cocrystals of 2,4-pyridinedicarboxylic acid (PDA) with either nicotinamide (NTD) or tranexamic acid (TXA) as (PDA)·(NTD) and 2(PDA)·(TXA), respectively, are reported, with the former being a molecular cocrystal and the latter being an ionic cocrystal. Single-crystal structure analyses showed that PDA and its coformers are sustained by neutral and ionic hydrogen bonds. Suspensions of (PDA)·(NTD) resulted in complete conversion to PDA monohydrate after 48 h, while 2(PDA)·(TXA) was thermodynamically stable at a lower pH and showed a 2-fold increase in the PDA concentration, relative to pure PDA monohydrate under similar conditions. Thermal characterization of 2(PDA)·(TXA) displayed a lower melting point and a lower heat of fusion, relative to the pure components. Powder dissolution studies were evaluated for PDA, (PDA)·(NTD), and 2(PDA)·(TXA) and the corresponding physical mixtures. The percent of PDA dissolved rapidly reached near 100% for most cases; however, for 2(PDA)·(TXA), complete dissolution was not achieved, and the amount of PDA dissolved decreased to 85% after 3 h. Instability of 2(PDA)·(TXA) was likely a result of a high solution pH during dissolution, and our results confirm that the solution pH plays a key role in determining the solution behavior and phase stability of the cocrystals.

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Product Details of [ 499-80-9 ]

CAS No. :499-80-9 MDL No. :MFCD00006296
Formula : C7H5NO4 Boiling Point : -
Linear Structure Formula :(C5H3N)(C(O)OH)2 InChI Key :MJIVRKPEXXHNJT-UHFFFAOYSA-N
M.W : 167.12 Pubchem ID :10365
Synonyms :
Chemical Name :Pyridine-2,4-dicarboxylic acid

Calculated chemistry of [ 499-80-9 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 12
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.0
Num. rotatable bonds : 2
Num. H-bond acceptors : 5.0
Num. H-bond donors : 2.0
Molar Refractivity : 38.16
TPSA : 87.49 ?2

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) : -7.15 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.32
Log Po/w (XLOGP3) : 0.24
Log Po/w (WLOGP) : 0.48
Log Po/w (MLOGP) : -1.47
Log Po/w (SILICOS-IT) : 0.12
Consensus Log Po/w : -0.06

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.56

Water Solubility

Log S (ESOL) : -1.27
Solubility : 9.07 mg/ml ; 0.0543 mol/l
Class : Very soluble
Log S (Ali) : -1.64
Solubility : 3.85 mg/ml ; 0.023 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -0.77
Solubility : 28.7 mg/ml ; 0.172 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.42

Safety of [ 499-80-9 ]

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 [ 499-80-9 ]

* 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 [ 499-80-9 ]

[ 499-80-9 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 499-80-9 ]
  • [ 24195-03-7 ]
Reference： [1] Chemistry - An Asian Journal, 2018, vol. 13, # 19, p. 2854 - 2867
[2] Bioorganic and Medicinal Chemistry, 2019, vol. 27, # 6, p. 1119 - 1129
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