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CAS No.: | 101-31-5 |
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Name: | L-Hyoscyamine |
Article Data: | 15 |
Molecular Structure: | |
Formula: | C17H23NO3 |
Molecular Weight: | 289.375 |
Synonyms: | 1aH,5aH-Tropan-3a-ol, (-)-tropate (ester) (8CI);Benzeneacetic acid, a-(hydroxymethyl)-,8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester, [3(S)-endo]-;Tropic acid, 1aH,5aH-tropan-3a-yl ester, (-)- (8CI);(-)-Atropine;(-)-Hyoscyamine;(S)-(-)-Hyoscyamine;(S)-Atropine;1aH,5aH-Tropan-3a-yl (-)-tropate;Cystospaz;Daturine;Duboisine;(8-Methyl-8-azabicyclo[3.2.1]octan-3-yl) (2S)-3-hydroxy-2-phenylpropanoate; |
EINECS: | 202-933-0 |
Density: | 1.194 g/cm3 |
Melting Point: | 108.5 °C |
Boiling Point: | 429.804 °C at 760 mmHg |
Flash Point: | 213.738 °C |
Solubility: | Easily soluble in ethanol and dilute acids; soluble in chloroform; can soluble in water, ether and benzene |
Appearance: | White powder |
Hazard Symbols: | T+ |
Risk Codes: | 26/28 |
Safety: | 24-45 |
Transport Information: | UN 1544 6.1/PG 2 |
PSA: | 49.77000 |
LogP: | 1.86880 |
hyoscine hydrobromide
A
(3S,6S,2'S)-6β-hydroxyhyoscyamine
B
(3R,6R,2'S)-6β-hydroxyhyoscyamine
C
Hyoscyamine
Conditions | Yield |
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With hydrogen; Nickel Raney W1 | A 41.7% B 33.9% C 19.7% |
Conditions | Yield |
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With hydrogenchloride und Darstellung; |
Conditions | Yield |
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Man unterwirft das entstehende Salz einer fraktionierten Krystallisation aus alkoholhaltigem Essigester; |
Conditions | Yield |
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resolving agent: trans-cellulose tris(4-phenylazophenylcarbamate) ( CPAPC ) adsorbed on silica gel; optical resolution degree examined by HPLC on cis/trans-CPAPC; |
scopolamine
B
7b-Hydroxyhyoscyamine
C
Hyoscyamine
Conditions | Yield |
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With hydrogen; nickel In water at 20℃; for 19h; | A 150 mg B 150 mg C 290 mg |
Hyoscyamine
Conditions | Yield |
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With sodium (RS)-phenyl<2-(18)O,2-(2)H>acetate; Datura stramonium root cultures for 264h; Mechanism; different reaction times; |
Conditions | Yield |
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With methanol |
A
(+)-Atropine
B
Hyoscyamine
Conditions | Yield |
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With triethylamine In aq. phosphate buffer; acetonitrile at 10℃; pH=7.0; Thermodynamic data; pH-value; Reagent/catalyst; Solvent; Temperature; Resolution of racemate; |
Conditions | Yield |
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With β‑cyclodextrin sulfonic acid In aq. phosphate buffer at 25℃; pH=3; pH-value; Reagent/catalyst; Resolution of racemate; |
Conditions | Yield |
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bei langem Aufbewahren; | |
in Gegenwart von Natriumhydroxyd oder anderen Basen; |
Reported in EPA TSCA Inventory.
The L-Hyoscyamine, with the CAS registry number 101-31-5, is also known as (8-Methyl-8-azabicyclo[3.2.1]octan-3-yl) (2S)-3-hydroxy-2-phenylpropanoate. It belongs to the product categories of Alkaloids; Biochemistry; Tropane Alkaloids. Its EINECS number is 202-933-0. This chemical's molecular formula is C17H23NO3 and molecular weight is 289.37. What's more, its systematic name is (3-endo)-8-Methyl-8-azabicyclo[3.2.1]oct-3-yl (2S)-3-hydroxy-2-phenylpropanoate. Its classification codes are: (1)Anticholinergic; (2)Human Data; (3)Natural Product. This chemical is an anticholinergic, specifically an antimuscarinic, working by blocking the action of acetylcholine at parasympathetic sites in smooth muscle, secretory glands and the CNS. It is used to provide symptomatic relief to various gastrointestinal disorders. It is also used in biochemical research. This chemical is extracted and refined from Belladonna extracts.
Physical properties of L-Hyoscyamine are: (1)ACD/LogP: 1.38; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.70; (4)ACD/LogD (pH 7.4): -1.09; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 1.00; (8)ACD/KOC (pH 7.4): 1.00; (9)#H bond acceptors: 4; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 6; (12)Polar Surface Area: 49.77 Å2; (13)Index of Refraction: 1.581; (14)Molar Refractivity: 80.788 cm3; (15)Molar Volume: 242.421 cm3; (16)Polarizability: 32.027×10-24cm3; (17)Surface Tension: 50.46 dyne/cm; (18)Density: 1.194 g/cm3; (19)Flash Point: 213.738 °C; (20)Enthalpy of Vaporization: 72.224 kJ/mol; (21)Boiling Point: 429.804 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.
When you are using this chemical, please be cautious about it as the following:
This chemical is very toxic by inhalation and if swallowed. When using it, you must avoid contact with skin. In case of accident or if you feel unwell, you should seek medical advice immediately (show the label where possible).
You can still convert the following datas into molecular structure:
(1)SMILES: CN3[C@H]1CC[C@@H]3C[C@@H](C1)OC(=O)[C@H](CO)c2ccccc2
(2)Std. InChI: InChI=1S/C17H23NO3/c1-18-13-7-8-14(18)10-15(9-13)21-17(20)16(11-19)12-5-3-2-4-6-12/h2-6,13-16,19H,7-11H2,1H3/t13-,14+,15+,16-/m1/s1
(3)Std. InChIKey: RKUNBYITZUJHSG-FXUDXRNXSA-N
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
man | LDLo | unreported | 1471ug/kg (1.471mg/kg) | "Poisoning; Toxicology, Symptoms, Treatments," 2nd ed., Arena, J.M., Springfield, IL, C.C. Thomas, 1970Vol. 2, Pg. 73, 1970. | |
mouse | LD50 | intravenous | 95mg/kg (95mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: DYSPNEA SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE | British Journal of Pharmacology and Chemotherapy. Vol. 24, Pg. 138, 1965. |