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Ligustrazine

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Identification
Molecular formula
C12H15N3
CAS number
59937-28-9
IUPAC name
1-cyano-3-(4-pyridyl)-2-(1,2,2-trimethylpropyl)guanidine
State
State

At room temperature, Ligustrazine is a solid. It is generally stable when stored and handled properly, avoiding light and moisture which can degrade the compound.

Melting point (Celsius)
126.50
Melting point (Kelvin)
399.65
Boiling point (Celsius)
296.30
Boiling point (Kelvin)
569.45
General information
Molecular weight
191.27g/mol
Molar mass
191.2670g/mol
Density
1.0700g/cm3
Appearence

In its purest form, Ligustrazine appears as colorless prisms or crystals. It is sometimes observed as a crystalline solid with a slight yellowish tinge due to impurities. In commercial forms, it may appear as a white or off-white powder.

Comment on solubility

Solubility of 1-cyano-3-(4-pyridyl)-2-(1,2,2-trimethylpropyl)guanidine

The solubility of 1-cyano-3-(4-pyridyl)-2-(1,2,2-trimethylpropyl)guanidine (C12H15N3) can offer crucial insights for its applications. Understanding its solubility behavior in various solvents is fundamental for processes such as:

  • Drug formulation: The compound’s performance in pharmaceutical applications will heavily rely on its solubility in biological fluids.
  • Synthesis and purification: Solubility characteristics aid in choosing appropriate solvents for synthesis and purification methods.

This compound is likely to exhibit moderate solubility in polar organic solvents such as dimethyl sulfoxide (DMSO) and ethanol, due to the presence of the guanidine functional group which can engage in hydrogen bonding. However, its solubility might be limited in non-polar solvents like hexane or cyclohexane due to the hydrophobic nature of the trimethylpropyl substituent.

To summarize, the solubility of 1-cyano-3-(4-pyridyl)-2-(1,2,2-trimethylpropyl)guanidine is influenced by:

  1. Polarity of the solvent: Polar solvents enhance solubility.
  2. Temperature: Increased temperature may improve solubility in some cases.
  3. Concentration of the solution: Higher concentrations might lead to precipitation.

In conclusion, the solubility of this compound is multidimensional and dependent on a variety of factors, making it essential to consider these properties in practical applications.

Interesting facts

Interesting Facts about 1-Cyano-3-(4-pyridyl)-2-(1,2,2-trimethylpropyl)guanidine

1-Cyano-3-(4-pyridyl)-2-(1,2,2-trimethylpropyl)guanidine is a unique chemical compound that belongs to the class of guanidine derivatives, which are known for their diverse applications in the field of chemistry and materials science. Here are some intriguing aspects of this compound:

  • Biological Activity: This compound has been studied for its potential biological activities, exhibiting interesting interactions with various biological systems. Guanidine derivatives are often explored for their pharmacological properties, especially in relation to enzyme inhibition and receptor binding.
  • Synthetic Versatility: The presence of functional groups such as the cyano group and pyridyl ring allows for significant modifications and synthetic routes. Researchers can customize these compounds for specific properties or functions by changing substituents.
  • Material Applications: 1-Cyano-3-(4-pyridyl)-2-(1,2,2-trimethylpropyl)guanidine may serve as a precursor or intermediate in synthesizing more complex materials, including polymers and catalysts, which can have wide-ranging industrial applications.
  • Structure-Activity Relationship: The unique structure of this compound provides a fascinating opportunity for studying the relationship between its chemical structure and biological activity, aiding in the design of new pharmacological agents.
  • Interdisciplinary Appeal: This compound can bridge multiple fields such as organic chemistry, medicinal chemistry, and materials science, thus appealing to a wide range of scientists and researchers.

According to a study, “The manipulation of guanidine derivatives opens up prospective avenues in drug discovery and development,” highlighting the relevance of compounds like 1-cyano-3-(4-pyridyl)-2-(1,2,2-trimethylpropyl)guanidine in medicinal chemistry.

In conclusion, the study of this compound not only enhances our understanding of guanidine derivatives but also underscores the potential of such compounds to play a significant role in future developments across various scientific disciplines.

Synonyms
pinacidil
60560-33-0
Pinacidil anhydrous
(R,S)-Pinacidil
Pinacidilum
(+-)-Pinacidil
(+/-)-Pinacidil
P 1134
Pinacidil [INN]
Pinacidilum [INN-Latin]
S-1230
UNII-BB4UGO5K0D
BB4UGO5K0D
1-cyano-2-(3,3-dimethylbutan-2-yl)-3-pyridin-4-ylguanidine
EINECS 262-294-9
S 1230
N-Cyano-N'-4-pyridinyl-N''-(1,2,2-trimethylpropyl)guanidine
Guanidine, N-cyano-N'-4-pyridinyl-N''-(1,2,2-trimethylpropyl)-
2-Cyano-3-(4-pyridinyl)-1-(1,2,2-trimethylpropyl)guanidine
P-1134
1-(3,3-Dimethylbutan-2-yl)-2-cyano-3-(pyridin-4-yl)guanidine
CHEMBL1159
MLS000069377
DTXSID7048249
UNII-7B0ZZH8P2W
Guanidine,N-cyano-N'-4-pyridinyl-N''-(1,2,2-trimethylpropyl)-, hydrate (1:1)
SMR000058360
Pinacidilum (INN-Latin)
(Z)-2-cyano-1-(3,3-dimethylbutan-2-yl)-3-(pyridin-4-yl)guanidine
NSC-759588
P-1134;S-1230
P-154
PINACIDIL (MART.)
Guanidine, N-cyano-N'-4-pyridinyl-N''-(1,2,2-trimethylpropyl)-, monohydrate
GUANIDINE, N''-CYANO-N-4-PYRIDINYL-N'-(1,2,2-TRIMETHYLPROPYL)-,(+/-)-
Anhydrous, Pinacidil
(+-)-2-Cyano-1-(4-pyridyl)-3-(1,2,2-trimethylpropyl)guanidine monohydrate
NSC 759588
SR-01000075340
SR-05000001757
NCGC00025188-04
Prestwick_396
Pinacidil (Standard)
Spectrum_000387
(+/-)-2-CYANO-1-(4-PYRIDINYL)-3-(1,2,2-TRIMETHYLPROPYL)GUANIDINE MONOHYDRATE
Guanidine, N''-cyano-N-4-pyridinyl-N'-(1,2,2-trimethylpropyl)-, monohydrate, (+-)-
SpecPlus_000759
PINACIDIL [MI]
Opera_ID_1844
Prestwick0_000246
Prestwick1_000246
Prestwick2_000246
Prestwick3_000246
Spectrum2_001739
Spectrum5_001372
PINACIDIL [WHO-DD]
CBiol_001878
Lopac0_001037
SCHEMBL65787
BSPBio_000032
BSPBio_001461
BSPBio_002360
KBioGR_000181
KBioSS_000181
KBioSS_000867
MLS002154248
DivK1c_006855
SPECTRUM2300270
SPBio_001818
SPBio_002251
BPBio1_000036
GTPL2412
SCHEMBL9260276
DTXCID2028224
BCBcMAP01_000050
BDBM86245
CHEBI:91706
KBio1_001799
KBio2_000181
KBio2_000867
KBio2_002749
KBio2_003435
KBio2_005317
KBio2_006003
KBio3_000361
KBio3_000362
C02DG01
Bio1_000164
Bio1_000653
Bio1_001142
Bio2_000181
Bio2_000661
HMS1361J03
HMS1568B14
HMS1791J03
HMS1922L10
HMS1989J03
HMS2089C19
HMS2094G21
HMS2095B14
HMS2234F10
HMS3263O15
HMS3267P10
HMS3371H14
HMS3402J03
HMS3712B14
Pharmakon1600-02300270
NSC_4826
Tox21_501037
BDBM50103517
BDBM50240750
CCG-39493
EX-A10206
HY-14290R
NSC759588
AKOS001637331
AKOS025394868
AKOS040734857
N''-CYANO-N'-(3,3-DIMETHYLBUTAN-2-YL)-N-(PYRIDIN-4-YL)GUANIDINE
CCG-205115
CCG-222341
DB06762
LP01037
SDCCGSBI-0051008.P005
Guanidine, N''-cyano-N-4-pyridinyl-N'-(1,2,2-trimethylpropylmonohydrate), (+-)-
IDI1_033931
NCGC00015787-02
NCGC00015787-03
NCGC00015787-04
NCGC00015787-05
NCGC00015787-06
NCGC00015787-09
NCGC00025188-02
NCGC00025188-03
NCGC00025188-05
NCGC00025188-06
NCGC00025188-07
NCGC00025188-08
NCGC00025188-10
NCGC00095199-01
NCGC00095199-02
NCGC00095199-03
NCGC00095199-04
NCGC00188958-01
NCGC00247667-01
NCGC00261722-01
HY-14290
MS-23474
SBI-0051008.P004
CAS_85371-64-8
CS-0003257
EU-0101037
SW197742-2
F77807
AB00052442-04
AB00052442_05
AB00052442_06
EN300-6486825
EN300-28265907
Q821869
SR-01000075340-1
SR-01000075340-3
SR-05000001757-1
SR-05000001757-2
BRD-A43882281-001-06-4
BRD-A43882281-001-11-4
BRD-A43882281-001-14-8
BRD-A43882281-001-15-5
BRD-A58207013-001-01-2
3-cyano-2-(3,3-dimethylbutan-2-yl)-1-pyridin-4-ylguanidine
N-cyano-N'-(4-pyridyl)-N''-(1,2,2-trimethylpropyl)guanidine
N''''-cyano-N-pyridin-4-yl-N''-(1,2,2-trimethylpropyl)guanidine
()-N-Cyano-N''-4-pyridinyl-N''''-(1,2,2-trimethylpropyl)guanidine
(Z)-N'-cyano-N-(3,3-dimethylbutan-2-yl)-N''-(pyridin-4-yl)guanidine
4N-cyanoimino(1,2,2-trimethylpropylamino)methyl-4-pyridinamine(Pinacidil)
4N-cyanoimino[1,2,2-trimethyl-(1R)-propylamino]methyl-4-pyridinamine
4N-cyanoimino[1,2,2-trimethyl-(1S)-propylamino]methyl-4-pyridinamine
N''''-cyano-N-pyridin-4-yl-N''-[(1R)-1,2,2-trimethylpropyl]guanidine
N''''-cyano-N-pyridin-4-yl-N''-[(1S)-1,2,2-trimethylpropyl]guanidine
N-Pyridin-4-yl-N''-(1,2,2-trimethyl-propyl)-cyanoguanidine (pinacidil)
( inverted question mark)-N-Cyano-N'-4-pyridinyl-N''-(1,2,2-trimethylpropyl)-guanidine
N''''-cyano-N-pyridin-4-yl-N''-(1,2,2-trimethylpropyl)guanidine ((+)-pinacidil)
N''''-cyano-N-pyridin-4-yl-N''-(1,2,2-trimethylpropyl)guanidine (Pinacidil)
113563-69-2
262-294-9
GUANIDINE, N''-CYANO-N-4-PYRIDINYL-N'-(1,2,2-TRIMETHYLPROPYL)-, MONOHYDRATE, (+/-)