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Cimetidine

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Identification
Molecular formula
C10H16N6S
CAS number
51481-61-9
IUPAC name
1-cyano-2-methyl-3-[2-[(5-methyl-1H-imidazol-4-yl)methylsulfanyl]ethyl]guanidine
State
State

At room temperature, cimetidine is a solid, typically found as a crystalline powder.

Melting point (Celsius)
141.00
Melting point (Kelvin)
414.15
Boiling point (Celsius)
736.70
Boiling point (Kelvin)
1 009.85
General information
Molecular weight
252.35g/mol
Molar mass
252.3480g/mol
Density
1.1926g/cm3
Appearence

Cimetidine appears as a white to pale yellow crystalline powder. It is odorless and has a bitter taste.

Comment on solubility

Solubility of 1-cyano-2-methyl-3-[2-[(5-methyl-1H-imidazol-4-yl)methylsulfanyl]ethyl]guanidine (C10H16N6S)

The solubility of a compound like 1-cyano-2-methyl-3-[2-[(5-methyl-1H-imidazol-4-yl)methylsulfanyl]ethyl]guanidine is influenced by several factors such as polarity, hydrogen bonding, and the presence of functional groups. Here are some key points regarding its solubility:

  • Polarity: This compound contains multiple nitrogen atoms as well as a sulfur atom, which contributes to its overall polarity. Such polar compounds tend to have higher solubility in polar solvents, particularly water.
  • Functional Groups: The presence of both a cyano group and guanidine features can enhance solubility in aqueous solutions due to potential hydrogen bonding, allowing interactions with water molecules.
  • Hydrogen Bonding: The ability of this compound to participate in hydrogen bonding can significantly increase its solubility. Compounds with amine groups, such as this one, can form bonds with water, making them more soluble.
  • Temperature Effects: Generally, solubility can increase with temperature. This compound may exhibit different solubility characteristics at varying temperatures, which could be beneficial during applications requiring dissolution.

In summary, the solubility of 1-cyano-2-methyl-3-[2-[(5-methyl-1H-imidazol-4-yl)methylsulfanyl]ethyl]guanidine is anticipated to be reasonably good in polar solvents, particularly due to its polar functional groups and ability to engage in hydrogen bonding interactions. As with most organic compounds, the precise solubility can be nuanced and dependent on specific environmental conditions such as pH and temperature.

Interesting facts

Interesting Facts about 1-Cyano-2-methyl-3-[2-[(5-methyl-1H-imidazol-4-yl)methylsulfanyl]ethyl]guanidine

This intriguing compound, known as 1-cyano-2-methyl-3-[2-[(5-methyl-1H-imidazol-4-yl)methylsulfanyl]ethyl]guanidine, belongs to a class of molecules that showcases the versatility of guanidine derivatives in medicinal chemistry. Here are some engaging insights about this compound:

  • Pharmaceutical Relevance: Due to its unique structure, this compound is of interest in drug design, particularly for targeting various biological pathways. The presence of the imidazole ring often enhances the ability of molecules to interact with biological receptors.
  • Multi-Functional Groups: With multiple functional groups—including a cyano group and a guanidine moiety—this compound demonstrates potential for diverse chemical reactivity, making it a valuable component in organic synthesis.
  • Imidazole Insights: The inclusion of a 5-methyl-1H-imidazol-4-yl group adds intriguing properties, as imidazole is commonly found in various biological systems, including amino acids and nucleotides.
  • Research Applications: Compounds like this are often investigated for their roles in anticancer and antimicrobial activities due to their ability to form complexes with metal ions and other biomolecules.
  • Structural Complexity: The combination of a cyanide group and a guanidine structure allows for extensive structural modification, which is a key factor in optimizing pharmacological activity.

Overall, the chemical complexity and potential applications of 1-cyano-2-methyl-3-[2-[(5-methyl-1H-imidazol-4-yl)methylsulfanyl]ethyl]guanidine make it a fascinating subject for study within the fields of medicinal chemistry and chemical biology.

Synonyms
cimetidine
51481-61-9
Tagamet
Ulcedin
Acinil
Dyspamet
Eureceptor
Gastromet
Tametin
Ulcimet
Cimal
Ulcomedina
Cimetag
Ulcedine
Tratul
Acibilin
Cimetidina
Cimetum
Edalene
Ulcomet
Ulhys
Tagamet Hb
SKF-92334
Tagamet Hb 200
Cimetidinum
Metracin
Valmagen
Brumetidina
Gastrobitan
Ulcestop
Evicer
1-cyano-2-methyl-3-[2-[(5-methyl-1H-imidazol-4-yl)methylsulfanyl]ethyl]guanidine
Stomedine
Aciloc
N-Cyano-N'-methyl-N''-[2-[[(4-methyl-1H-imidazol-5-yl)methyl]thio]ethyl]guanidine
SKF 92334
Cimetidinum [INN-Latin]
Cimetidina [INN-Spanish]
DRG-0150
2-Cyano-1-methyl-3-(2-(((5-methylimidazol-4-yl)methyl)thio)ethyl)guanidine
CCRIS 3247
CHEBI:3699
Topcare heartburn relief
NSC-335308
HSDB 3917
1-Cyano-2-methyl-3-(2-(((5-methyl-4-imidazolyl)methyl)thio)ethyl)guanidine
FPF 1002
EINECS 257-232-2
MFCD00133296
UNII-80061L1WGD
N-Cyano-N'-methyl-N''-(2-(((5-methyl-1H-imidazol-4-yl)methyl)thio)ethyl)guanidine
DTXSID4020329
80061L1WGD
CHEMBL30
NSC 335308
Brumetadina
DTXCID40329
2-cyano-1-methyl-3-(2-{[(5-methyl-1H-imidazol-4-yl)methyl]sulfanyl}ethyl)guanidine
Guanidine, N-cyano-N'-methyl-N''-(2-(((5-methyl-1H-imidazol-4-yl)methyl)thio)ethyl)-
MLS000069791
2984-61-4
76181-71-0
Ulcofalk
Peptol
51481-61-9 (free)
NSC335308
Guanidine, N''-cyano-N-methyl-N'-(2-(((5-methyl-1H-imidazol-4-yl)methyl)thio)ethyl)-
Guanidine, N-cyano-N'-methyl-N''-(2-(((5-methyl-1H-imidazol-4-yl)methyl)thio) ethyl)-
Guanidine, N-cyano-N'-methyl-N''-[2-[[(5-methyl-1H-imidazol-4-yl)methyl]thio]ethyl]-
Guanidine, N-cyano-N'-Methyl-N''-[2-[[(5-Methyl-1H-iMidazol-4-yl)Methyl]thio]ethyl]-, (Z)-
N''-cyano-N-methyl-N'-(2-{[(5-methyl-1H-imidazol-4-yl)methyl]thio}ethyl)guanidine
NSC 757428
Cimetidine [USAN:USP:INN:BAN:JAN]
NCGC00015240-06
SMR000038895
Cimetidine 100 microg/mL in Acetonitrile
CIMETIDINE (IARC)
CIMETIDINE [IARC]
Cimetidinum (INN-Latin)
Cimetidina (INN-Spanish)
CIMETIDINE (MART.)
CIMETIDINE [MART.]
(Z)-3-cyano-1-methyl-2-(2-{[(5-methyl-1H-imidazol-4-yl)methyl]sulfanyl}ethyl)guanidine
2-cyano-1-methyl-3-(2-{[(5-methyl-1H-imidazol-4-yl)methyl]thio}ethyl)guanidine
CIMETIDINE (USP-RS)
CIMETIDINE [USP-RS]
N-cyano-N'-methyl-N''-(2-([(5-methyl-1H-imidazol-4-yl)methyl]sulfanyl)ethyl)guanidine
CIMETIDINE (EP MONOGRAPH)
CIMETIDINE [EP MONOGRAPH]
4H-Dithieno[3,2-b :2',3'-d ]pyrrole, 4-(1-octylnonyl)-
CIMETIDINE (USP MONOGRAPH)
CIMETIDINE [USP MONOGRAPH]
Cimetidine (USAN:USP:INN:BAN:JAN)
(Z)-N''-cyano-N-methyl-N'-(2-{[(5-methyl-1H-imidazol-4-yl)methyl]sulfanyl}ethyl)guanidine
2-CYANO-1-METHYL-3-(2-(((5-METHYLIMIDAZOL-4-YL)METHYL)THIO)ETHYL)-GUANIDINE
Guanidine, N''-cyano-N-methyl-N'-[2-[[(5-methyl-1H-imidazol-4-yl)methyl]thio]ethyl]-
Tagamet (TN)
Equaline acid reducer
SR-01000075260
SR-05000001434
cemitidine
metidine
Cimetidin
Equate Cimetidine
1-cyano-2-methyl-3-(2-((5-methyl-1H-imidazol-4-yl)methylthio)ethyl)guanidine
1-cyano-2-methyl-3-[2-[(5-methyl-1H-imidazol-4-yl)methylthio]ethyl]guanidine
2-cyano-1-methyl-3-(2-(((5-methyl-1H-imidazol-4-yl)methyl)sulfanyl)ethyl)guanidine
2-Cyano-1-methyl-3-(2-((5-methyl-1H-imidazol-4-yl)methylsulfanyl)ethyl)guanidine
2-cyano-1-methyl-3-[2-[(5-methyl-1H-imidazol-4-yl)methylsulfanyl]ethyl]guanidine
Cimetidine,(S)
N''-cyano-N-methyl-N'-(2-(((5-methyl-1H-imidazol-4-yl)methyl)thio)ethyl)guanidine
N-cyano-N'-methyl-N''-(2-(((5-methyl-1H-imidazol-4-yl)methyl)sulfanyl)ethyl)guanidine
Prestwick_65
cimetidineacid reducer
TRATUE
N-Cyano-N'-Methyl-N''-(2-(((5-Methyl-1H-Imidazol-4-YL)Methyl)Thio)Ethyl) Guanidine
Cimetidine (Tagamet)
Cimetidine (Standard)
Spectrum_000495
Tocris-0902
CIMETIDINE [MI]
Opera_ID_314
SunMark heartburn relief
CIMETIDINE [INN]
CIMETIDINE [JAN]
Prestwick3_000026
Spectrum2_000782
Spectrum3_001389
Spectrum4_000812
Spectrum5_001541
CIMETIDINE [HSDB]
CIMETIDINE [USAN]
Lopac-C-4522
CIMETIDINE [VANDF]
UPCMLD-DP029
2-Cyano-1-methyl-3-[2-(5-methyl-1H-imidazol-4-yl-methylthio)ethyl]guanidine
C 4522
SCHEMBL1093
SCHEMBL1094
SKF-92334; Tagamet
Good Sense Heartburn Relief
CIMETIDINE [WHO-DD]
CIMETIDINE [WHO-IP]
Lopac0_000293
BSPBio_000091
BSPBio_002978
KBioGR_001323
KBioSS_000975
US9138393, Cimetidine
US9144538, Cimetidine
MLS001148596
MLS002153265
MLS002154178
DivK1c_000166
SPECTRUM1500684
SPBio_000884
BPBio1_000101
Cimetidine (JP18/USP/INN)
GTPL1231
CIMETIDINE [ORANGE BOOK]
SCHEMBL11282982
UPCMLD-DP029:001
BDBM22889
Cimetidine for system suitability
HMS500I08
KBio1_000166
KBio2_000975
KBio2_003543
KBio2_006111
KBio3_002198
A02BA01
Cimetidine for peak identification
NINDS_000166
BDBM181119
HMS1921C14
HMS2089O03
HMS2092I14
HMS2095E13
HMS2232F16
HMS3259M15
HMS3260L08
HMS3267A03
HMS3369L10
HMS3414I17
HMS3651E21
HMS3678I17
HMS3712E13
HMS3750I05
HMS3884I12
Pharmakon1600-01500684
Cimetidine 1.0 mg/ml in Methanol
CIMETIDINUM [WHO-IP LATIN]
EX-A1088
SunMark heartburn reliefacid reducer
Tox21_110106
Tox21_201160
Tox21_500293
BDBM50103595
BDBM50403559
CCG-40160
HY-14289R
NSC757428
s1845
STK528249
1-Cyano-2-methyl-3-[2-[[(5-methylimidazol-4-yl)methyl]thio]ethyl]guanidine
AKOS005460997
AKOS015900557
AKOS015951369
AKOS016003398
AKOS016340377
AKOS026749950
AKOS032949548
AKOS040824773
Tox21_110106_1
AB03708
AC-8100
CCG-204388
CCG-220026
CCG-221597
DB00501
KS-5087
LP00293
NC00501
NSC-757428
SDCCGSBI-0050281.P005
1-cyano-2-methyl-3-(2-{[(5-methyl-1H-imidazol-4-yl)methyl]sulfanyl}ethyl)guanidine
Good Neighbor Pharmacy Heartburn Relief
IDI1_000166
N''-Cyano-N-methyl-N'-[2-[(5-methyl-1H-imidazol-4-yl)methylthio]ethyl]guanidine
N-Cyano-N'-methyl-[2-[[[5-methyl-1H-imidazol-4-yl]methyl]thio]ethyl]guanidine
NCGC00015240-01
NCGC00015240-02
NCGC00015240-03
NCGC00015240-04
NCGC00015240-05
NCGC00015240-07
NCGC00024859-01
NCGC00024859-02
NCGC00024859-03
NCGC00024859-04
NCGC00024859-05
NCGC00091439-01
NCGC00091439-02
NCGC00091439-03
NCGC00091439-04
NCGC00091439-05
NCGC00091439-07
NCGC00091439-10
NCGC00185989-01
NCGC00188961-01
NCGC00258712-01
NCGC00260978-01
270574-63-5
HY-14289
NCI60_002936
SY057952
SBI-0050281.P004
DB-051971
EU-0100293
NS00008665
SW196380-2
EN300-73705
C06952
D00295
F16651
AB00052157-03
AB00052157_04
AB00052157_05
A828616
EN300-27121291
EN300-27121293
L000186
L003827
L013434
Q409492
SR-05000001750
SR-01000075260-1
SR-01000075260-3
SR-05000001434-1
SR-05000001434-2
SR-05000001750-1
BRD-K18618618-001-01-6
BRD-K34157611-001-04-6
BRD-K34157611-001-07-9
BRD-K34157611-001-14-5
BRD-K34157611-001-15-2
BRD-K34157611-001-16-0
Z1162463430
Cimetidine, European Pharmacopoeia (EP) Reference Standard
Cimetidine, United States Pharmacopeia (USP) Reference Standard
1-Cyan-2-methyl-3-(2-{[(5-methylimidazol-4-yl)methyl]thio}ethyl)guanidin
Cimetidine, Pharmaceutical Secondary Standard; Certified Reference Material
N"-cyano-N-methyl-N'-[2-(5-methylimidazol-4-ylmethylthio)ethyl]-guanidine
N"-cyano-N-methyl-N'-[2-(5-methylimidazol-4-ylmethylthio)ethyl]guanidine
N-cyano-N'-methyl-N"-[2-((4-methyl-5-imidazolyl)methylthio)ethyl]guanidine
N-cyano-N'-methyl-N"-[2-((5-methyl-4-imidazolyl)methylthio)ethyl]guanidine
N-cyano-N'-methyl-N"-[2-(5-methyl-4-imidazolylmethylthio)ethyl]guanidine
(E)-2-cyano-1-methyl-3-(2-(((5-methyl-1H-imidazol-4-yl)methyl)thio)ethyl)guanidine
(Z)-1-cyano-2-methyl-3-(2-{[(5-methyl-1H-imidazol-4-yl)methyl]sulfanyl}ethyl)guanidine
2-Chloro-5-(1-hydroxy-3-oxo-2,3-dihydro-1H-isoindol-1-yl)-benzenesulfonamide(Cimetidine)
2-Methyl-8-phenethyl-imidazo[1,2-a]pyridine-3-carboxylic acid methyl ester(cimetidine)
2-methylamino-2-[2-(4-methyl-1H-5-imidazolylmethylsulfanyl)ethylamino]-(E)-1-imino cyanide
3-cyano-2-methyl-1-[2-[(5-methyl-1H-imidazol-4-yl)methylsulfanyl]ethyl]guanidine
4-(((2-(((cyanoamino)(methylamino)methylene)amino)ethyl)thio)methyl)-5-methyl-1H-imidazole
Cimetidine for peak identification, European Pharmacopoeia (EP) Reference Standard
Cimetidine for system suitability, European Pharmacopoeia (EP) Reference Standard
Guanidine, N-cyano-N'-methyl-N''-[2-[[5-methyl-1H-imidazol-4-yl)methyl]thio]ethyl]-
N''-cyano-N-methyl-N'-(2-((5-methyl-1h-imidazol-4-yl)-methylthio)ethyl)guanidine
N''-cyano-N-methyl-N'-(2-{[(5-methyl-1H-imidazol-4-yl)methyl]sulfanyl}ethyl)guanidine
N-cyano-N'-methyl-N"- [2-((5-methyl-4-imidazolyl)methylthio)ethyl]guanidine
N-cyano-N'-methyl-N"-[2-((4-methyl-5-imidazolyl) methylthio)ethyl]guanidine
N-cyano-N'-methyl-N"-[2-((4-methyl-5-imidazolyl)- methylthio)ethyl]guanidine
N-cyano-N'-methyl-N"-[2-((4-methyl-5-imidazolyl)-methylthio)ethyl]guanidine
N-cyano-N'-methyl-N"-[2-((4-methyl-5-imidazolyl)methyl-thio)ethyl]guanidine
N-cyano-N'-methyl-N"-[2-((4-methyl-5-imidazolyl)methylthio)ethyl) guanidine
N-cyano-N'-methyl-N"-[2-((5-methyl-4-imidazolyl)methylthio)-ethyl]guanidine
N-cyano-N'-methyl-N"-[2-((5-methyl-4-imidazolyl)methylthio)ethyl]-guanidine
N-cyano-N'-methyl-N"-[2-{(5-methyl-1H-imidazol-4-yl)methylthio}ethyl]guanidine
N-CYANO-N'-METHYL-N''-(2(((5-METHYL-1H-IMIDAZOL-4-YL)METHYL)THIO)ETHYL)
N-Cyano-N'-methyl-N''-(2-([(5-methyl-1H-imidazol-4-yl)methyl]sulfanyl)ethyl)guanidine #
N-cyano-N'-methyl-N''-[2-[[(5-methylimidazol-4-yl]methyl]thio]ethyl)guanidine
N-cyano-N'-methyl-N-"-[2-((4-methyl-5-imidazolyl)methylthio)ethyl]guanidine
N-methyl-N'-{2-[(5-methylimidazol-4-yl)-methylthio]-ethyl}-N"-cyanoguanidine
N-methyl-N-[2-(5-methyl-1H-4-imidazolylmethylsulfanyl)ethyl]-1-cyanoiminomethanediamine
N-methyl-N-[2-(5-methyl-1H-4-imidazolylmethylsulfanyl)ethyl]imino(-N-cyano)methanediaminem
N-tert-Butyl-N''''''''-[4-(1H-imidazol-4-yl)-phenyl]-formamidine(cimetidine)
(Cimetidine) N-Methyl-N''''''''-[2-(5-methyl-1H-imidazol-4-ylmethylsulfanyl)-ethyl]-guanidine,cyanide
(cimetidine) N-methyl-N-[2-(5-methyl-1H-4-imidazolylmethylsulfanyl)ethyl]cyanoiminomethanediamine
(Cimetidine)N-methyl-N-[2-(5-methyl-1H-4-imidazolylmethylsulfanyl)ethyl]cyanomethyliminomethanediamine
(E)-N''-CYANO-N-METHYL-N'-(2-{[(5-METHYL-1H-IMIDAZOL-4-YL)METHYL]SULFANYL}ETHYL)GUANIDINE
; N''''''''''''''''-cyano-N-methyl-N''''''''-(2-(((5-methyl-1H-imidazol-4-yl)methyl)thio)-ethyl)guanidine
2-methylamino-2-[2-(5-methyl-1H-4-imidazolylmethylsulfanyl)ethylamino]-(Z)-1-imino cyanide(cimetidine)
257-232-2
N''''''''''''''''''''''''''''''''-cyano-N-methyl-N''''''''''''''''-(2-{[(5-methyl-1H-imidazol-4-yl)methyl]thio}ethyl)guanidine
N''''''''''''''''-cyano-N-methyl-N''''''''-({[(5-methyl-1H-imidazol-4-yl)methyl]thio}methyl)guanidine(cimetidine)
N''''''''''''''''-cyano-N-methyl-N''''''''-(2-{[(5-methyl-1H-imidazol-4-yl)methyl]-lambda~4~-sulfanyl}ethyl)guanidine
N''''''''''''''''-cyano-N-methyl-N''''''''-(2-{[(5-methyl-1H-imidazol-4-yl)methyl]thio}ethyl)guanidine
N''''''''''''''''-cyano-N-methyl-N''''''''-(2-{[(5-methyl-1H-imidazol-4-yl)methyl]thio}ethyl)guanidine (Cimetidine)
N''''''''''''''''-cyano-N-methyl-N''''''''-(2-{[(5-methyl-1H-imidazol-4-yl)methyl]thio}ethyl)guanidine(cimetidine)
N-Cyano-N''''''''-methyl-N''''''''''''''''-(2-(((5-methyl-1H-imidazol-4-yl) methyl)thio)ethyl)guanidine(Cimetidine)
N-cyanomethyl-N''''''''-methyl-N''''''''''''''''-[2-(5-methyl-1H-imidazol-4-ylmethylsulfanyl)-ethyl]-guanidine ( Cimetidine)
N-Methyl-N''''''''-[2-(5-methyl-1H-imidazol-4-ylmethylsulfanyl)-ethyl]-cyanoguanidine(cimetidine)
N-Methyl-N''''''''-[2-(5-methyl-1H-imidazol-4-ylmethylsulfanyl)-ethyl]-N''''''''''''''''-Cyano-guanidine
N-Methyl-N''''''''-[2-(5-methyl-1H-imidazol-4-ylmethylsulfanyl)-ethyl]-N''''''''''''''''-cyano-guanidine(Cimetidine)
N-methyl-N''''''''-cyano-N''''''''''''''''-[2-(5-methyl-1H-imidazol-4-ylmethylsulfanyl)-ethyl]-guanidine
N-methyl-N-[2-(5-methyl-1H-4-imidazolylmethylsulfanyl)ethyl]cyanoiminomethanediamine (cimetidine)