[ CAS No. 100-26-5 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}

Cat. No.: {[proInfo.prAm]}

2D 3D

Structure of 100-26-5 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 100-26-5 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 100-26-5 ]

SDS Specification

Alternatived Products of [ 100-26-5 ]

Product Details of [ 100-26-5 ]

CAS No. :	100-26-5	MDL No. :	MFCD00006297
Formula :	C₇H₅NO₄	Boiling Point :	-
Linear Structure Formula :	(C₅H₃N)(COOH)₂	InChI Key :	LVPMIMZXDYBCDF-UHFFFAOYSA-N
M.W :	167.12	Pubchem ID :	7493
Synonyms :

Calculated chemistry of [ 100-26-5 ] 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) :	0.43
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 :	-0.04

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 :	1.46

Safety of [ 100-26-5 ]

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 [ 100-26-5 ]

* 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 [ 100-26-5 ]
Downstream synthetic route of [ 100-26-5 ]

[ 100-26-5 ] Synthesis Path-Upstream 1~2

1
[ 104-90-5 ]
[ 3222-47-7 ]
[ 770-08-1 ]
[ 100-26-5 ]

Reference： [1] Pharmaceutical Chemistry Journal, 1993, vol. 26, # 11-12, p. 894 - 896
[2] Pharmaceutical Chemistry Journal, 1993, vol. 26, # 11-12, p. 894 - 896

2
[ 100-26-5 ]
[ 323578-38-7 ]

Reference： [1] European Journal of Inorganic Chemistry, 2010, # 13, p. 1913 - 1928

[ 100-26-5 ] Synthesis Path-Downstream 1~10

1
[ 100-26-5 ]
[ 64-17-5 ]
[ 5552-44-3 ]

Yield	Reaction Conditions	Operation in experiment
75%	With sulfuric acid; for 18.0h;Reflux;	Concentrated sulfuric acid (3.9 mL, 71.6 mmol) was added dropwise over 15 minutes to a stirred suspension of 2,5-pyridinedicarboxylic acid (3.0 g, 17.9 mol) in absolute ethanol (10 mL) and the resulting mixture heated to reflux for 18 hours. The solution was allowed to cool to room temperature and the solvents evaporated under reduced pressure. Saturated NaHCC>3 solution was added to the residue to adjust the pH to -8 then the aqueous phase was extracted with EtOAc (4 x 50 mL). The combined organic extracts were washed with brine (30 mL), dried (Na2S04) and evaporated under reduced pressure to leave the title compound (3.0 g, 75%) which was used without further purification.
67%	With sulfuric acid; for 4.0h;Reflux;	Diethyl pyridine-2,5-dicarboxylate (5.3)Pyridine-2,5-dicarboxylic acid (20.0 g, 120 mmol) was dissolved in ethanol (200 mL) and treated with concentrated solution of sulfuric acid (2.0 mL, 36 mmol) in ethanol (20 mL). The reaction was heated under reflux for 4hrs, concentrated and dissolved in EtOAc (10 mL). The mixture was washed with water (50mL), brine (50 mL), dried over sodium sulfate, filtered and evapourated to afford diethyl pyridine-2,5-dicarboxylate (18 g, 67 %). 1 H NMR (400MHz CDCI3) δΗ ppm 1 .25 (t, 3H), 4.3 (q, 2H), 8.2 (d, 1 H), 8.4 (d, 1 H), 9.4 (s, 1 H).
49%	With sulfuric acid; for 48.5h;Reflux;	To a suspension of 2, 5-pyridinedicarboxylic acid (20 g, 120 mmol) in absolute EtOH (120 ml_) was added cone. H2SO4 (25.6 ml_, 0.048 mmol) dropwise over a period of 30 min. The resulting reaction mixture was refluxed for 48 h. The reaction mixture was concentrated, and the resulting residue basified to pH 8 (sat. aq. NaHCCh). The resulting aqueous layer was extracted with EtOAC (4 x 200 ml_). The combined organic layers were washed with brine, washed, dried (Na2SC>4) and concentrated. Four other 20 g batches were reacted in parallel and the resulting crude material from each reaction was combined and purified by column chromatography on silica gel (60-120 mesh) eluting with 5% EtOAC/hexane to afford the title compound (65 g, 291 mmol, 49%).

	With thionyl chloride; triethylamine;	a) Add 50 mL of thionyl chloride to 25 g of pyridene-2,5-dicarboxylic acid and heat the so-formed mixture at reflux for 6 hrs. Remove all volatiles by vacuum distillation to obtain crude di acid chloride. Immerse flask contain diacid chloride in an ice-batch and add 100 mL of absolute ethanol thereto. Slowly add 30 mL of triethlamine to the stirred reaction mixture and continue stirring for 1/2 hr. Add Ethyl acetate/water to stirred reaction mixture and separate the organic layer. Remove the solvent to produce crude product. Re-crystallize crude product from hexane/methylene chloride to give 25 g of the pyridine-2,5-bis(ethylcarboxylate).
26.61 g	With sulfuric acid; In water; at 78℃; for 58.0h;	(0201) 2,5-pyridinedicarboxylic acid (25.08 g; 150 mmol) was added to ethanol (1,800 mL). Aqueous sulfuric acid (1.32 g) was added. The mixture was heated at reflux (about 78 C.) for 58 hours, during which time water was removed from the reaction. The reaction progress was monitored using NMR spectroscopy. After the 2,5-diethyl-2,5-pyridinedicarboxylate had been formed in >97% purity by NMR, the reaction mixture was allowed to cool to ambient temperature and was extracted with 2-methyltetrahydrofuran. The combined organic layers were washed with a saturated aqueous brine solution and deionised water, and dried (MgSO4). The organics were filtered and the volatiles were removed in vacuo to afford the title compound (26.61 g; 120 mmol; >99% conversion by GC).

Reference： [1]Bioorganic and Medicinal Chemistry Letters,1996,vol. 6,p. 3025 - 3028
[2]Journal of Porphyrins and Phthalocyanines,2010,vol. 14,p. 469 - 480
[3]Dalton Transactions,2015,vol. 44,p. 15391 - 15395
[4]European Journal of Organic Chemistry,2010,p. 174 - 182
[5]CrystEngComm,2011,vol. 13,p. 2915 - 2922
[6]Patent: WO2018/197714,2018,A1 .Location in patent: Page/Page column 115; 116
[7]Liebigs Annalen der Chemie,1981,p. 2164 - 2179
[8]Journal of Medicinal Chemistry,1983,vol. 26,p. 1282 - 1293
[9]Patent: WO2013/72903,2013,A1 .Location in patent: Page/Page column 67
[10]Patent: WO2021/58754,2021,A1 .Location in patent: Page/Page column 116-117
[11]Zhurnal Prikladnoi Khimii,1959,vol. 32,p. 2820; engl. Ausg. S. 2904
[12]European Journal of Medicinal Chemistry,2004,vol. 39,p. 889 - 895
[13]Angewandte Chemie - International Edition,2015,vol. 54,p. 14570 - 14574
Angew. Chem.,2015
[14]Patent: US5350772,1994,A
[15]Patent: US2018/148752,2018,A1 .Location in patent: Paragraph 0200-0201

2
[ 100-26-5 ]
[ 71-36-3 ]
[ 6938-06-3 ]

Reference： [1]Patent: US2861077,1955,
[2]Patent: US2836601,1956,

3
[ 100-26-5 ]
[ 5552-44-3 ]

Reference： [1]Arhiv za Kemiju,1946,vol. 18,p. 3,6
Chem.Abstr.,1948,p. 3398
[2]Synthesis,1999,p. 597 - 602

4
[ 589-93-5 ]
[ 4434-13-3 ]
[ 3222-47-7 ]
[ 100-26-5 ]

Reference： [1]Pharmaceutical Chemistry Journal,1993,vol. 26,p. 894 - 896

5
[ 100-26-5 ]
[ 4506-66-5 ]
poly[(1,7-dihydrobenzo{1,2-d:4,5-d'}-bisimidazole-2,6-diyl)-2,5-pyridine]; monomer: 1,2,4,5-tetraminobenzene tetrahydrochloride; monomer: 2,5-pyridinedicarboxylic acid [ No CAS ]

Reference： [1]Journal of Physical Chemistry B,2001,vol. 105,p. 8838 - 8844

6
zinc(II) sulfate heptahydrate [ No CAS ]
[ 100-26-5 ]
[ 4054-67-5 ]
[ 1174335-78-4 ]

Reference： [1]Inorganic Chemistry Communications,2008,vol. 11,p. 1094 - 1096

7
[ 100-26-5 ]
[ 323578-38-7 ]

Reference： [1]European Journal of Inorganic Chemistry,2010,p. 1913 - 1928

8
[ 100-26-5 ]
[ 10165-86-3 ]

Reference： [1]Molecules,2014,vol. 19,p. 102 - 121
[2]Patent: US2016/280701,2016,A1
[3]Patent: CN104418811,2017,B

9
[ 100-26-5 ]
lanthanum(III) nitrate hexahydrate [ No CAS ]
[ 865169-07-9 ]
La⁽³⁺⁾*C₂₀H₁₁N₄O₂^(1-)*C₇H₃NO₄^(2-) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
67%	With sodium hydroxide; In water; at 179.84℃; for 72h;pH 8 - 9;Autoclave; High pressure;	General procedure: PrCl3·7H2O (0.1mmol), HNCP (0.1mmol) and 2,5-H2pydc (0.1mmol) were mixed in 10ml deionized water. And its pH value was controlled in the range of 8-9 with 1mol·L-1 NaOH solution. The resulting precursor was sealed in 25ml Teflon-lined stainless steel reactor and heated at 453K for 3d under autogenous pressure. The reaction system was then cooled slowly to room temperature. The obtained solid is a mixture of yellow block crystals and powder. The crystals of 1 suitable for X-ray single-crystal diffraction analysis are picked out from the solid mixture in 61% yield based on PrCl3·7H2O. Syntheses of [Ln(NCP)(2,5-pydc)]n (Ln=La(2), Nd(3), Sm(4)). The complexes 2, 3 and 4 were prepared as described as for 1 above, except that Ln(NO3)3·6H2O was used instead of PrCl3·7H2O. The crystals of complexes 2-4 are picked out from the solid mixture in 67%, 65% and 72% yield based on Ln(NO3)3·6H2O, respectively. Anal. Calcd for C54H34N10O15Pr2 (1): C 48.23, H 2.55, N 10.42%. Found: C 48.01, H 2.63, N 10.10%. Anal. Calcd for C27H14N5O6La (2): C 50.41, H 2.19, N 10.89%. Found: C 50.13, H 2.33, N 10.84%. Anal. Calcd for C27H14N5O6Nd (3): C 49.99, H 2.18, N 10.80%. Found: C 50.03, H 2.25, N 10.77%. C27H14N5O6Sm (4): C 49.53, H 2.16, N 10.70%. Found: C 49.47, H 2.20, N 10.67%.

Reference： [1]Inorganic Chemistry Communications,2015,vol. 51,p. 122 - 125

10
[ 82410-79-5 ]
[ 100-26-5 ]
copper(II) nitrate trihydrate [ No CAS ]
[ 7732-18-5 ]
[Cu₂(bix)1.5(2,5-pyridine-dicarboxylate)₂(H₂O)]*2H₂O}_n [ No CAS ]

Reference： [1]RSC Advances,2017,vol. 7,p. 23432 - 23443

Recommend Products

Same Skeleton Products

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Isomers

Technical Information

? Arndt-Eistert Homologation ? Hunsdiecker-Borodin Reaction ? Passerini Reaction ? Preparation of Amines ? Preparation of Carboxylic Acids ? Reactions of Amines ? Reactions of Carboxylic Acids ? Schmidt Reaction ? Specialized Acylation Reagents-Ketenes ? Ugi Reaction

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Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
P202	Do not handle until all safety precautions have been read and understood.
P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P211	Do not spray on an open flame or other ignition source.
P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
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P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
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P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
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P304	IF INHALED:
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P306	IF ON CLOTHING:
P307	IF exposed:
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P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
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P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
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P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
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P401
P402	Store in a dry place.
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P402 + P404	Store in a dry place. Store in a closed container.
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Physical hazards
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H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
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H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
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H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
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Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

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[ CAS No. 100-26-5 ] {[proInfo.proName]}

Quality Control of [ 100-26-5 ]

Related Doc. of [ 100-26-5 ]

Product Details of [ 100-26-5 ]

Calculated chemistry of [ 100-26-5 ] Expand+

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 100-26-5 ]

Application In Synthesis of [ 100-26-5 ]

[ 100-26-5 ] Synthesis Path-Upstream 1~2

[ 100-26-5 ] Synthesis Path-Downstream 1~10

Technical Information

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry