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Name |
Cycloleucine |
EINECS | 200-144-6 |
CAS No. | 52-52-8 | Density | 1.207 g/cm3 |
PSA | 63.32000 | LogP | 1.04280 |
Solubility | 5 g/100 mL in waier | Melting Point |
320 °C (dec.)(lit.) |
Formula | C6H11NO2 | Boiling Point | 256.1 °C at 760 mmHg |
Molecular Weight | 129.159 | Flash Point | 108.7 °C |
Transport Information | UN 2811 6.1/PG 3 | Appearance | white to beige crystalline flakes or powder |
Safety | 22-24/25 | Risk Codes | 22 |
Molecular Structure | Hazard Symbols | Xi, Xn | |
Synonyms |
1-Amino-1-carboxycyclopentane;1-Aminocyclopentane-1-carboxylic acid;1-Aminocyclopentanecarboxylic acid;ACPC;Cycloleucin;NSC 1026;NSC 112194;NSC 112195;NSC 112197;WR 14997; |
Article Data | 18 |
1-amino-1-cyanocyclopentane
1-amino-1-cyclopentanecarboxylic acid
Conditions | Yield |
---|---|
With hydrogenchloride; water In 1,4-dioxane for 8h; Inert atmosphere; Reflux; | 99% |
With hydrogenchloride |
Conditions | Yield |
---|---|
With sodium hydroxide Heating; | 75% |
With barium dihydroxide In water for 3h; Heating; | 71% |
With barium hydroxide octahydrate; water In water at 160℃; for 2h; Autoclave; | 70% |
Conditions | Yield |
---|---|
With ammonium hydroxide; palladium Hydrogenation; |
Conditions | Yield |
---|---|
With ethanol; ammonium chloride Verseifen des Nitrils durch Erhitzen mit Salzsaeure; |
1-<(Diphenylmethylene)-amino>-1-cyclopentanecarbonitrile
1-amino-1-cyclopentanecarboxylic acid
Conditions | Yield |
---|---|
With hydrogenchloride 1.) ether, 12 h, room temp., 2.) reflux; Yield given. Multistep reaction; |
1-amino-1-cyclopentanecarboxylic acid
Conditions | Yield |
---|---|
With sulfuric acid at 140℃; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 64 percent / (NH4)2CO3 / ethanol; H2O / 2 h / 58 - 60 °C 2: 71 percent / Ba(OH)2*8H2O / H2O / 3 h / Heating View Scheme | |
Multi-step reaction with 3 steps 1: H2O; NH2OH+HCl 2: aqueous HCl 3: palladium; aqueous NH3 / Hydrogenation View Scheme | |
Multi-step reaction with 2 steps 1: ammonium chloride; ammonium hydroxide / isopropyl alcohol / 20 °C / Inert atmosphere 2: hydrogenchloride; water / 1,4-dioxane / 8 h / Inert atmosphere; Reflux View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: ethanol; H2O / Heating 2: 60percent H2SO4 / 10 h / 140 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 73 percent / ethanol; H2O / 6 h / Heating 2: 75 percent / 3 N aq. NaOH / Heating View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: aqueous NaHSO3 2: aqueous HCl 3: palladium; aqueous NH3 / Hydrogenation View Scheme |
The IUPAC name of Cycloleucine is 1-aminocyclopentane-1-carboxylic acid. With the CAS registry number 52-52-8, it is also named as Cyclopentanecarboxylic acid, 1-amino-, L-. The product's categories are Pharmacetical; Amino Acids; Amino Acids; Amino Acids & Derivatives; Cycloalkanes, and the other registry number is 15313-85-6. Besides, it is white to beige crystalline flakes or powder, which should be stored in sealed, cool and dry place at room temperature. In addition, its molecular formula is C6H11NO2 and molecular weight is 129.16.
The other characteristics of this product can be summarized as: (1)EINECS: 200-144-6; (2)ACD/LogP: -0.05; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): -2.55; (5)ACD/LogD (pH 7.4): -2.55; (6)ACD/BCF (pH 5.5): 1; (7)ACD/BCF (pH 7.4): 1; (8)ACD/KOC (pH 5.5): 1; (9)ACD/KOC (pH 7.4): 1; (10)#H bond acceptors: 3; (11)#H bond donors: 3; (12)#Freely Rotating Bonds: 2; (13)Index of Refraction: 1.522; (14)Molar Refractivity: 32.62 cm3; (15)Molar Volume: 106.9 cm3; (16)Surface Tension: 53.2 dyne/cm; (17)Density: 1.207 g/cm3; (18)Flash Point: 108.7 °C; (19)Melting point: 320 °C; (20)Water solubility: 5 g/100 mL; (21)Enthalpy of Vaporization: 54.35 kJ/mol; (22)Boiling Point: 256.1 °C at 760 mmHg; (23)Vapour Pressure: 0.00481 mmHg at 25 °C.
Preparation of Cycloleucine: this chemical can be prepared by 1,3-Diaza-spiro[4.4]nonane-2,4-dione.
This reaction needs 3 N aq. NaOH by heating. The yield is 75 %.
Uses of Cycloleucine: this chemical is a non-metabolisable amino acid. It is a specific and reversible inhibitor of nucleic acid methylation. It is widely used in biochemical experiments. Additionally, it can react with Ethanol to get 1-Amino-cyclopentanecarboxylic acid ethyl ester.
This reaction needs HCl. The yield is 86.5 %.
When you are using this chemical, please be cautious about it as the following: it is harmful if swallowed. Please do not breathe dust. And you should avoid contact with skin and eyes.
People can use the following data to convert to the molecule structure.
(1)SMILES: O=C(O)C1(N)CCCC1
(2)InChI: InChI=1/C6H11NO2/c7-6(5(8)9)3-1-2-4-6/h1-4,7H2,(H,8,9)
(3)InChIKey: NILQLFBWTXNUOE-UHFFFAOYAN
(4)Std. InChI: InChI=1S/C6H11NO2/c7-6(5(8)9)3-1-2-4-6/h1-4,7H2,(H,8,9)
(5)Std. InChIKey: NILQLFBWTXNUOE-UHFFFAOYSA-N
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
cat | LDLo | intravenous | 4gm/kg (4000mg/kg) | Toxicology and Applied Pharmacology. Vol. 18, Pg. 469, 1971. | |
dog | LD50 | intravenous | 300mg/kg (300mg/kg) | Journal of Medicinal and Pharmaceutical Chemistry. Vol. 3, Pg. 1, 1961. | |
dog | LD50 | oral | 300mg/kg (300mg/kg) | Journal of Medicinal and Pharmaceutical Chemistry. Vol. 3, Pg. 1, 1961. | |
guinea pig | LD50 | oral | 140mg/kg (140mg/kg) | Journal of Medicinal and Pharmaceutical Chemistry. Vol. 3, Pg. 1, 1961. | |
human | TDLo | oral | 60mg/kg (60mg/kg) | BEHAVIORAL: ANOREXIA (HUMAN GASTROINTESTINAL: NAUSEA OR VOMITING | Journal of Medicinal and Pharmaceutical Chemistry. Vol. 3, Pg. 1, 1961. |
mouse | LD50 | intraperitoneal | 119mg/kg (119mg/kg) | National Cancer Institute Screening Program Data Summary, Developmental Therapeutics Program. Vol. JAN1986, | |
mouse | LD50 | oral | 309mg/kg (309mg/kg) | Journal of Medicinal and Pharmaceutical Chemistry. Vol. 3, Pg. 1, 1961. | |
mouse | LD50 | subcutaneous | 375mg/kg (375mg/kg) | National Cancer Institute Screening Program Data Summary, Developmental Therapeutics Program. Vol. JAN1986, | |
quail | LD50 | oral | > 316mg/kg (316mg/kg) | Ecotoxicology and Environmental Safety. Vol. 6, Pg. 149, 1982. | |
rat | LD50 | intravenous | 340mg/kg (340mg/kg) | Journal of Medicinal and Pharmaceutical Chemistry. Vol. 3, Pg. 1, 1961. | |
rat | LD50 | oral | 290mg/kg (290mg/kg) | Journal of Medicinal and Pharmaceutical Chemistry. Vol. 3, Pg. 1, 1961. |