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Cas Database |
| Name |
Anatoxin I |
EINECS | N/A |
| CAS No. | 64285-06-9 | Density | 1.037 g/cm3 |
| PSA | 29.10000 | LogP | 1.74500 |
| Solubility | Soluble to 50 mM in Water | Melting Point |
N/A |
| Formula | C10H15 N O | Boiling Point | 291 °C at 760 mmHg |
| Molecular Weight | 165.235 | Flash Point | 124.7 °C |
| Transport Information | N/A | Appearance | Lyophilized Solid |
| Safety | Poison by intraperitoneal route. An experimental teratogen. When heated to decomposition it emits toxic fumes of NOx. | Risk Codes | N/A |
| Molecular Structure |
|
Hazard Symbols | N/A |
| Synonyms |
Ethanone,1-(9-azabicyclo[4.2.1]non-2-en-2-yl)-, (1R)-; 9-Azabicyclo[4.2.1]nonane,ethanone deriv.; (+)-Anatoxin a; (+)-Anatoxin a; (+)-Anatoxin-a; Anatoxin I; Anatoxin a; Anatoxin a |
Article Data | 11 |
Anatoxin I Synthetic route
- 120692-41-3
(+)-(1R)-2-acetyl-9-benzyloxycarbonyl-9-azabicyclo[4.2.1]-2-nonene
- 64285-06-9
anatoxin-a
| Conditions | Yield |
|---|---|
| With trimethylsilyl iodide In acetonitrile at -10℃; for 0.333333h; | 99% |
- 143264-77-1
(-)-N-tosylanatoxin-a
- 64285-06-9
anatoxin-a
| Conditions | Yield |
|---|---|
| With disodium hydrogenphosphate; sodium amalgam In methanol at -40℃; for 0.166667h; | 76% |
- 216166-93-7
(1R,6R)-2-Acetyl-9-aza-bicyclo[4.2.1]non-2-ene-9-carboxylic acid vinyl ester
- 64285-06-9
anatoxin-a
| Conditions | Yield |
|---|---|
| With hydrochloric acid diethyl ether In ethanol at 50℃; |
- 64700-65-8
methyl (2R)-pyroglutamate
- 64285-06-9
anatoxin-a
| Conditions | Yield |
|---|---|
| Multi-step reaction with 8 steps 1.1: 100 percent / LiHMDS / tetrahydrofuran / -78 - 20 °C 2.1: Mg / tetrahydrofuran / 0.83 h / 20 °C 2.2: 73 percent / TMEDA / tetrahydrofuran / 1.5 h / -78 °C 3.1: BF3*OEt2; Ph3SiH / CH2Cl2 / 2.5 h / -78 - 20 °C 3.2: DIBAL-H / toluene / 3 h / -78 °C 3.3: 826 mg / Cs2CO3 / toluene; propan-2-ol / 17 h / 20 °C 4.1: 97 percent / NaHMDS / tetrahydrofuran / 2 h / -78 °C 5.1: 84 percent / second generation Grubbs catalyst / CH2Cl2 / 16 h 6.1: 76 percent / Et3N; OsO4 / tetrahydrofuran / 22 h / -78 - 20 °C 7.1: 95 percent / NaIO4 / tetrahydrofuran; H2O / 1.5 h / 20 °C 8.1: 99 percent / TMSI / acetonitrile / 0.33 h / -10 °C View Scheme |
- 690211-34-8
1-benzyl 2-methyl (R)-5-oxopyrrolidine-1,2-dicarboxylate
- 64285-06-9
anatoxin-a
| Conditions | Yield |
|---|---|
| Multi-step reaction with 7 steps 1.1: Mg / tetrahydrofuran / 0.83 h / 20 °C 1.2: 73 percent / TMEDA / tetrahydrofuran / 1.5 h / -78 °C 2.1: BF3*OEt2; Ph3SiH / CH2Cl2 / 2.5 h / -78 - 20 °C 2.2: DIBAL-H / toluene / 3 h / -78 °C 2.3: 826 mg / Cs2CO3 / toluene; propan-2-ol / 17 h / 20 °C 3.1: 97 percent / NaHMDS / tetrahydrofuran / 2 h / -78 °C 4.1: 84 percent / second generation Grubbs catalyst / CH2Cl2 / 16 h 5.1: 76 percent / Et3N; OsO4 / tetrahydrofuran / 22 h / -78 - 20 °C 6.1: 95 percent / NaIO4 / tetrahydrofuran; H2O / 1.5 h / 20 °C 7.1: 99 percent / TMSI / acetonitrile / 0.33 h / -10 °C View Scheme |
- 690211-37-1
(2R,5R)-5-but-3-enyl-2-ethynylpyrrolidine-1-carboxylic acid 1-benzyl ester
- 64285-06-9
anatoxin-a
| Conditions | Yield |
|---|---|
| Multi-step reaction with 5 steps 1: 97 percent / NaHMDS / tetrahydrofuran / 2 h / -78 °C 2: 84 percent / second generation Grubbs catalyst / CH2Cl2 / 16 h 3: 76 percent / Et3N; OsO4 / tetrahydrofuran / 22 h / -78 - 20 °C 4: 95 percent / NaIO4 / tetrahydrofuran; H2O / 1.5 h / 20 °C 5: 99 percent / TMSI / acetonitrile / 0.33 h / -10 °C View Scheme |
- 690211-38-2
(2R)-but-3-enyl-(5R)-prop-1-ynylpyrrolidine-1-carboxylic acid 1-benzyl ester
- 64285-06-9
anatoxin-a
| Conditions | Yield |
|---|---|
| Multi-step reaction with 4 steps 1: 84 percent / second generation Grubbs catalyst / CH2Cl2 / 16 h 2: 76 percent / Et3N; OsO4 / tetrahydrofuran / 22 h / -78 - 20 °C 3: 95 percent / NaIO4 / tetrahydrofuran; H2O / 1.5 h / 20 °C 4: 99 percent / TMSI / acetonitrile / 0.33 h / -10 °C View Scheme |
- 690211-39-3
(+)-(1R)-2-isopropenyl-9-benzyloxycarbonyl-9-azabicyclo[4.2.1]-2-nonene
- 64285-06-9
anatoxin-a
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1: 76 percent / Et3N; OsO4 / tetrahydrofuran / 22 h / -78 - 20 °C 2: 95 percent / NaIO4 / tetrahydrofuran; H2O / 1.5 h / 20 °C 3: 99 percent / TMSI / acetonitrile / 0.33 h / -10 °C View Scheme |
- 690211-35-9
(2R)-benzyloxycarbonylamino-5-oxonon-8-enoic acid methyl ester
- 64285-06-9
anatoxin-a
| Conditions | Yield |
|---|---|
| Multi-step reaction with 6 steps 1.1: BF3*OEt2; Ph3SiH / CH2Cl2 / 2.5 h / -78 - 20 °C 1.2: DIBAL-H / toluene / 3 h / -78 °C 1.3: 826 mg / Cs2CO3 / toluene; propan-2-ol / 17 h / 20 °C 2.1: 97 percent / NaHMDS / tetrahydrofuran / 2 h / -78 °C 3.1: 84 percent / second generation Grubbs catalyst / CH2Cl2 / 16 h 4.1: 76 percent / Et3N; OsO4 / tetrahydrofuran / 22 h / -78 - 20 °C 5.1: 95 percent / NaIO4 / tetrahydrofuran; H2O / 1.5 h / 20 °C 6.1: 99 percent / TMSI / acetonitrile / 0.33 h / -10 °C View Scheme |
- 690211-40-6
(+)-(1R)-2-(1,2-dihydroxy-1-methylethyl)-9-benzyloxycarbonyl-9-azabicyclo[4.2.1]-2-nonene
- 64285-06-9
anatoxin-a
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: 95 percent / NaIO4 / tetrahydrofuran; H2O / 1.5 h / 20 °C 2: 99 percent / TMSI / acetonitrile / 0.33 h / -10 °C View Scheme |
Anatoxin I Chemical Properties
IUPAC Name: 1-[(1R,6R)-9-Azabicyclo[4.2.1]non-4-en-5-yl]ethanone
Synonyms: (1R)-ethanon;anatoxini ; (+/-)-Anatoxin a ; (+/-)-Anatoxin a fumarate ; (+/-)-Anatoxin a fumerate ; (+/-)-2-Acetyl-9-aza bicyclo[4.2.1]non-2-ene fumarate ; (-)-Anatoxin ; (1β,6β)-5-Acetyl-9-azabicyclo[4.2.1]non-4-ene
Product Categories: Acetylcholine receptor
CAS NO: 64285-06-9
Molecular Formula of Anatoxin I (CAS NO.64285-06-9) : C10H15NO
Molecular Weight of Anatoxin I (CAS NO.64285-06-9) : 165.23
Molecular Structure of Anatoxin I (CAS NO.64285-06-9) : 
Mol File: 64285-06-9.mol
Index of Refraction: 1.503
Surface Tension: 34 dyne/cm
Density: 1.037 g/cm3
Flash Point: 124.7 °C
Enthalpy of Vaporization: 53.04 kJ/mol
Boiling Point: 291 °C at 760 mmHg
Vapour Pressure: 0.002 mmHg at 25°C
Anatoxin I Toxicity Data With Reference
| 1. | ipr-mus LDLo:250 µg/kg | TOXIA6 Toxicon. 27 (1989),79. |
Anatoxin I Safety Profile
Poison by intraperitoneal route. An experimental teratogen. When heated to decomposition it emits toxic fumes of NOx.
Anatoxin I Specification
Category: Toxic Substances
Toxicity classification: highly toxic
Acute toxicity: abdominal - mice LDL0: 0.25 mg / kg
Flammable hazardous characteristics: flammable; burning of toxic nitrogen oxide fumes
Storage features: Treasury ventilation, low temperature, dry
Fire-extinguishing agents: water, carbon dioxide, dry powder, sand
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