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Folic Acid

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Identification
Molecular formula
C19H19N7O6
CAS number
59-30-3
IUPAC name
2-[[4-[(2,4-diaminopteridin-6-yl)methyl-methyl-amino]benzoyl]amino]pentanedioic acid
State
State

Folic acid is solid at room temperature. This compound is most commonly found in a powdered form, which is stable under normal conditions.

Melting point (Celsius)
250.00
Melting point (Kelvin)
523.00
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
441.40g/mol
Molar mass
441.4040g/mol
Density
1.6500g/cm3
Appearence

Folic acid typically appears as a yellow or orange crystalline powder. It is slightly soluble in water and practically insoluble in alcohols like ethanol. When dissolved, it can form a clear, yellowish solution.

Comment on solubility

Solubility of 2-[[4-[(2,4-diaminopteridin-6-yl)methyl-methyl-amino]benzoyl]amino]pentanedioic acid

The solubility of the compound 2-[[4-[(2,4-diaminopteridin-6-yl)methyl-methyl-amino]benzoyl]amino]pentanedioic acid (C19H19N7O6) can be quite complex due to its specific molecular structure, which contains various functional groups influencing its behavior when introduced to solvents. Here are some key considerations:

  • Polarity: The presence of amine groups and carboxylic acids in its structure suggests that it may have considerable polarity, making it more soluble in polar solvents, such as water.
  • Hydrogen bonding: The potential for hydrogen bonding—especially from the amino and carboxylic acid functional groups—enhances its interaction with water molecules.
  • Solvent choice: Although likely soluble in aqueous environments, its solubility may decrease in less polar organic solvents due to the insufficient interaction and stabilization of the compound in such environments.
  • pH influence: The solubility might also vary significantly with pH, as the carboxylic acid group can ionize, impacting the overall solubility profile in aqueous solutions.

In summary, while the compound exhibits characteristics that suggest it should have a decent solubility in polar solvents, it is essential to conduct experimental assessments to determine the exact solubility conditions and behaviors.

Interesting facts

Interesting Facts about 2-[[4-[(2,4-diaminopteridin-6-yl)methyl-methyl-amino]benzoyl]amino]pentanedioic acid

This compound is a fascinating example of the intricate relationship between structure and biological activity within medicinal chemistry. Here are several noteworthy points that highlight its significance:

  • Biological Relevance: 2-[[4-[(2,4-diaminopteridin-6-yl)methyl-methyl-amino]benzoyl]amino]pentanedioic acid is often studied for its potential medicinal properties, particularly in the realm of cancer treatment and other therapeutic applications.
  • Structural Complexity: The compound incorporates a pteridine moiety, which is known for its role in various biological processes, including nucleic acid metabolism and as a cofactor in enzymatic reactions.
  • Drug Design: Its design reflects principles of structure-activity relationships (SAR) in drug discovery, where slight modifications of the molecular structure can lead to significant changes in biological activity—illustrating the power of molecular engineering.
  • Interesting Functional Groups: The presence of both amine and carboxylic acid functionalities allows for diverse interactions in biological systems, enhancing its bioavailability and target affinity.
  • Research Implications: Ongoing studies explore the compound's synergistic effects when combined with other treatments, showcasing the importance of multi-target approaches in modern pharmacotherapy.

In summary, 2-[[4-[(2,4-diaminopteridin-6-yl)methyl-methyl-amino]benzoyl]amino]pentanedioic acid exemplifies the rich tapestry of synthetic chemistry as it intersects with biological applications, making it a compound of considerable interest for researchers and students alike. Its complex design not only showcases chemical ingenuity but also stands as a testament to the evolving landscape of drug development.

Synonyms
Amethopterin
60388-53-6
DL-Amethopterin
(+/-)Amethopterin
DL-Methotrexate
(+)-Amethopterin
METHOTREXATE(+/-)
TCMDC-123832
Amethopterin (R,S)
2-[(4-{[(2,4-diaminopteridin-6-yl)methyl](methyl)amino}phenyl)formamido]pentanedioic acid
Methotrexate, (+/-)-
CHEMBL426
Methotrexate;DL-Amethopterin
MLS002701970
99ITO15X8S
2-[[4-[(2,4-diaminopteridin-6-yl)methyl-methylamino]benzoyl]amino]pentanedioic acid
NSC-117356
NSC-757113
( inverted exclamation markA)-Methotrexate
DL-Glutamic acid, N-(4-(((2,4-diamino-6-pteridinyl)methyl)methylamino)benzoyl)-
L-Glutamic acid, N-[4-[[(2,4-diamino-6-pteridinyl)methyl]methylamino]benzoyl]-
TCMDC-125488
6-Mtx (DL)
2-(4-(((2,4-diaminopteridin-6-yl)methyl)(methyl)amino)benzamido)pentanedioic acid
Methotrexate (hydrate)
(+-)-Methotrexate
D-(-)-Amethopterin hydrate
SR-05000001673
EINECS 262-213-7
L(+)-Amethopterin hydrate
NSC117356
GLUTAMIC ACID, N-(4-(((2,4-DIAMINO-6-PTERIDINYL)METHYL)METHYLAMINO)BENZOYL)-
Glutamic acid, N-[4-[[(2,4-diamino-6-pteridinyl)methyl]methylamino]benzoyl]-
L-Glutamic acid, N-(4-(((2,4-diamino-6-pteridinyl)methyl)methylamino)benzoyl)-
N-[4-[[(2,4-Diamino-6-pteridinyl)methyl]methylamino]benzoyl]glutamic Acid; (+/-)-Methotrexate; DL-Amethopterin; DL-Methotrexate; NSC 117356;
Prestwick_753
Folex (Salt/Mix)
DL-MTX
Prestwick0_000373
Prestwick1_000373
Prestwick2_000373
Prestwick3_000135
Prestwick3_000373
N-(4-(((2,4-Diamino-6-pteridinyl)methyl)methylamino)benzoyl)-DL-glutamic acid
N-(p-(((2,4-Diamino-6-pteridinyl)methyl)methylamino)benzoyl)-DL-glutamic acid
SCHEMBL3712
Glutamic acid, N-(p-(((2,4-diamino-6-pteridinyl)methyl)methylamino)benzoyl)-, DL-
UNII-99ITO15X8S
BSPBio_000210
BSPBio_000525
BSPBio_001993
Amethopterin; DL-Amethopterin
ChEMBL_59579
(+/-)-METHOTREXATE
SPECTRUM1500398
SPBio_002446
Amethopterin (hydrate); CL14377 (hydrate); WR19039 (hydrate)
BPBio1_000232
BPBio1_000579
Methotrexate pound>>Amethopterin
SCHEMBL11986730
SCHEMBL20369096
CHEBI:93775
DTXSID40859034
Glutamic acid, N-[p-[[(2,4-diamino-6-pteridinyl)methyl]methylamino]benzoyl]-, L-(+)-
HMS1569K07
HMS1920L21
HMS2091D16
HMS2096K07
HMS3267F07
HMS3371G08
HMS3403O03
HMS3654M22
HMS3713K07
HMS3869E13
Pharmakon1600-01500398
BCA86579
BCP02078
BCP29918
BDBM50004545
BDBM50600679
NSC757113
AKOS000281496
AKOS024282621
4-Amino-N10-methylpteroylglutamic acid
AB02593
CCG-212689
NCGC00015079-03
NCGC00015079-04
NCGC00015079-07
NCGC00095284-01
NCGC00095284-02
AC-11680
NCI60_041622
SMR001565548
SBI-0053664.P003
HY-121151
Kyselina 4-amino-N10-methylpteroylglutamova
CS-0079546
M1664
NS00001328
EN300-296152
SR-05000001673-1
SR-05000001673-2
BRD-A55424491-001-07-4
BRD-A55424491-001-08-2
BRD-A55424491-001-19-9
Q27165469
L-Glutamic acid, N-4-(2,4-diamino-6-pteridinyl)methylmethylaminobenzoyl-
(MTX)2-{4-[(2,4-Diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-pentanedioic acid
2-(4-(((2,4-diaminopteridin-6-yl)methyl)(methyl)amino)benzamido)pentanedioicacid
2-{4-[(2,4-Diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-pentanedioic acid(MTX)
N-(4-(((2,4-DIAMINO-6-PTERIDINYL)METHYL)METHYLAMINO)BENZOYL)GLUTAMIC ACID
N-(4-[[(2,4-Diamino-6-pteridinyl)methyl](methyl)amino]benzoyl)glutamic acid, (L)-
N-(4-{[(2,4-Diaminopteridin-6-yl)methyl](methyl)amino}benzoyl)glutamic acid
N-(p-((2,4-Diamino-6-pteridyl)methyl)methylamino)benzoyl)glutamic acid, (L)-
(methotrexate)2-{4-[(2,4-Diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-pentanedioic acid
(Methotrexate, MTX)2-{4-[(2,4-Diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-pentanedioic acid
2-[[[4-[(2,4-diamino-6-pteridinyl)methyl-methylamino]phenyl]-oxomethyl]amino]pentanedioic acid
2-{4-[(2,4-Diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-pentanedioic acid (Methotrexate)
2-{4-[(2,4-Diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-pentanedioic acid (MTX)
2-{4-[(2,4-Diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-pentanedioic acid bis-adamantan-1-ylamide
2-{4-[(2,4-Diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-pentanedioic acid(Amethopterin)
2-{4-[(2,4-Diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-pentanedioic acid(Methotrexate (MTX))
2-{4-[(2,4-Diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-pentanedioic acid(Methotrexate )
2-{4-[(2,4-Diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-pentanedioic acid(methotrexate(MTX))
2-{4-[(2,4-Diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-pentanedioic acid(Methotrexate)
2-{4-[(2,4-Diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-pentanedioic acid(Methotrexate, MXT)
4-methyl-(1S,5R,13R,14S,17R)-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10,15-tetraene-10,14-diol(methotrexate, MTX)
Methotrexate2-{4-[(2,4-Diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-pentanedioic acid