Studies on Carbamates. XI. The Carbamate of Ethylenediamine.

Jensen, Arne; Christensen, Ruth; Bonnichsen, Roger; Virtanen, Artturi I.

doi:10.3891/acta.chem.scand.09-0486

Cited by 41 publications

(20 citation statements)

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“…done in various solvents (Katchalsky, Berliner & c(2) Berger, 1951;Jensen & Christensen, 1955;Frahn & c(3) Mills, 1964;Frank, 1982). The solution work furnished Form II evidence that two zwitterions of ECM exchange one 0(1) 0(2) carboxylate and two protons to form an ion pair N(I) consisting of a diammonium dipositive cation and a N(2) dicarbamate dinegative anion.…”

Section: C6hsnso10 C6h8nsoxl and C6hsn8oi2mentioning

confidence: 99%

The structure of two polymorphs of N-(2-ammonioethyl)carbamate, C3H8N2O2

Garbauskas¹,

Goehner²,

Davis³

1983

Acta Crystallogr C

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Section: C6hsnso10 C6h8nsoxl and C6hsn8oi2mentioning

confidence: 99%

The structure of two polymorphs of N-(2-ammonioethyl)carbamate, C3H8N2O2

Garbauskas¹,

Goehner²,

Davis³

1983

Acta Crystallogr C

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“…[6][7][8][9][10][11][12] It is worthy of note that, in earlier works, Jensen and Christensen, [6] Weiland and Trass, [7] and Hikita et al [8] used different indirect methods for studying reaction kinetics (e.g., competitive reaction, liquid jet and rapid mixing). This can explain why the agreement between the second-order reaction rate constants (k 2 ) estimated in these works is poor.…”

Section: Introductionmentioning

confidence: 99%

Kinetics of carbon dioxide removal by ethylenediamine and diethylenetriamine in aqueous solutions

2014

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The polyethyleneamines ethylenediamine (EDA) and diethylenetriamine (DETA) can be considered as promising CO 2 -capturing solvents, producible from renewable resources. In the present work, kinetics of CO 2 reactions with EDA and DETA was investigated by using a stirred-cell reactor. The molarities of EDA and DETA in the aqueous solutions were varied from 0.1 to 0.4 and 0.1 to 0.5, correspondingly. The observed pseudo-first-order reaction rate constants were measured at 303, 308, and 313 K. The zwitterion and termolecular mechanisms were used to correlate the rate constants. DETA was found to have higher reactivity with CO 2 than EDA. Second-order rate constants for the reactions with EDA and DETA were equal to 15770 and 21480 m 3 /(kmol s) at 303 K. The activation energy values for EDA and DETA were found to be 57.7 and 30.2 kJ/mol, respectively.

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“…However, responses to EDA promptly appeared if bicarbonate solution, as KBC previously gassed with carbon dioxide, was first added to the bath containing KPO or KHO. It was only necessary to add a (Jensen & Christensen, 1955;Frahn & Mills, 1964). Furthermore, the synthetic EDAC used here was prepared by the method of Katchalski et al (1951) Although the exact mechanism whereby EDAC exerts this GABA-releasing effect is at present unclear, there is the possibility that EDAC may counterexchange for endogenous GABA in neurones of the myenteric plexus.…”

Section: Discussionmentioning

confidence: 99%

“…Although all this may merely indicate that HCO3-ions are somehow necessary for these EDA actions, since bicarbonate directly influences the affinity of GABA receptors (Kurioka et al, 1981), it is also possible that EDA must, instead, first undergo conversion to some directly GABA-mimetic compound in the presence of the bicarbonate buffer of KBC, the most likely product being the monocarbamate (EDAC) that readily forms from EDA in the presence of carbon dioxide (Jensen & Christensen, 1955;Frahn & Mills, 1964). The latter possibility is strongly supported by the observation (Curtis & Malik, 1984) that EDAC, prepared in aqueous solution from EDA by treatment with carbon dioxide, is a GABA-mimetic with a potency and speed of action comparable with that of GABA itself, in contrast to the parent diamine which is less potent and slower acting on dorsal horn cells of the cat spinal cord.…”

Section: Introductionmentioning

confidence: 99%

Bicarbonate‐dependence of responses to ethylenediamine in the guinea‐pig isolated ileum: involvement of ethylenediamine‐monocarbamate

Kerr

Ong

1987

British J Pharmacology

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1 Iy-Aminobutyric-acid (GABA)-mimetic responses were induced by ethylenediamine (EDA) in the isolated ileum of the guinea-pig maintained in bicarbonate buffered Krebs-Henseleit (KBC) GABA from segments maintained in KBC solution. 4 GABA-mimetic responses were induced by EDAC in the isolated ileum maintained in bicarbonate-free KPO solution, as was a 3-aminovalerate-sensitive depression of ileal twitch responses elicited by transmural stimulation, all of which were also sensitive to 3-mercaptopropionic acid. 5 It is concluded that GABA-mimetic responses to EDA in the isolated ileum of the guinea-pig, maintained in normal Krebs bicarbonate medium, result from the release of endogenous GABA by ethylenediamine monocarbamate formed through the rapid reaction of EDA with the carbon dioxide of bicarbonate buffered Krebs solution. Furthermore, in the ileum, HCO3 ions per se are not necessary for this GABA-releasing property of EDA if the latter is first converted to the monocarbamate, since syntheticethylenediamine monocarbamate elicits ileal GABA-mimetic responses in the total absence of bicarbonate.

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Studies on Carbamates. XI. The Carbamate of Ethylenediamine.

Cited by 41 publications

References 0 publications

The structure of two polymorphs of N-(2-ammonioethyl)carbamate, C3H8N2O2

The structure of two polymorphs of N-(2-ammonioethyl)carbamate, C3H8N2O2

Kinetics of carbon dioxide removal by ethylenediamine and diethylenetriamine in aqueous solutions

Bicarbonate‐dependence of responses to ethylenediamine in the guinea‐pig isolated ileum: involvement of ethylenediamine‐monocarbamate

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