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Hyoscyamine

Names

[ CAS No. ]:
101-31-5

[ Name ]:
Hyoscyamine

[Synonym ]:
CYSTOSPAZ
L-Hyoscyamine
3a-Tropanyl S-(-)-Tropate
(3-endo)-8-Methyl-8-azabicyclo[3.2.1]oct-3-yl-(2S)-3-hydroxy-2-phenylpropanoat
scopolamine HCl
SCOPINE TROPATE
Levsin
(3-endo)-8-Methyl-8-azabicyclo[3.2.1]oct-3-yl (2S)-3-hydroxy-2-phenylpropanoate
(S)-(-)-hyoscyamine
Benzeneacetic acid, α-(hydroxymethyl)-, (3-endo)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester, (αS)-
SCOPINE TROPATE HYDROCHLORIDE
Benzeneacetic acid, α-(hydroxymethyl)-, (3-endo)-8-methyl-8-azabicyclo(3.2.1)oct-3-yl ester, (αS)-
MFCD00067306
(S)-atropine
Hyoscyamine
(-)-Hycosamine
(-)-Hyoscyamine
EINECS 202-933-0
Daturine
chlorhydratedescopolamine
Egacene
1-Tropic Acid Ester with Tropine
(-)-atropine
er),hcl
[3(S)-endo]-a-(Hydroxymethyl)benzeneacetic Acid 8-Methyl-8-azabicyclo[3.2.1]oct-3-yl Ester
Peptard
ScopolamineSeries
L-Tropine tropate
(2S)-(1R,5S)-8-Methyl-8-azabicyclo[3.2.1]octan-3-yl 3-hydroxy-2-phenylpropanoate
1aH,5aH-Tropan-3a-ol(-)-tropate (Ester)

Biological Activity

[Description]:

L-Hyoscyamine is a chemical compound, a tropane alkaloid it is the levo-isomer to atropine.Target: mAChRHyoscyamine is a chemical compound, a tropane alkaloid it is the levo-isomer to atropine. It is a secondary metabolite of some plants, particularly henbane (Hyoscamus niger.)Hyoscyamine is used to provide symptomatic relief to various gastrointestinal disorders including spasms, peptic ulcers, irritable bowel syndrome, pancreatitis, colic and cystitis. It has also been used to relieve some heart problems, control some of the symptoms of Parkinson's disease, as well as for control of respiratory secretions in end of life care [1].

[Related Catalog]:

Signaling Pathways >> GPCR/G Protein >> mAChR
Signaling Pathways >> Neuronal Signaling >> mAChR
Natural Products >> Alkaloid
Research Areas >> Neurological Disease

[References]

[1]. http://www.drugbank.ca/drugs/DB00424


[Related Small Molecules]

Carbachol | Darifenacin HBr | Arecoline hydrobromide | Pirenzepine, Dihydrochloride | Glycopyrrolate | Imidafenacin | Benztropine Mesylate | Xanomeline oxalate | Batefenterol | Bethanechol chloride | Cevimeline hydrochloride hemihydrate | Otilonium Bromide | solifenacin | VU0467154 | Anisodamine

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
429.8±45.0 °C at 760 mmHg

[ Melting Point ]:
108.5ºC

[ Molecular Formula ]:
C17H23NO3

[ Molecular Weight ]:
289.369

[ Flash Point ]:
213.7±28.7 °C

[ Exact Mass ]:
289.167786

[ PSA ]:
49.77000

[ LogP ]:
1.53

[ Vapour Pressure ]:
0.0±1.1 mmHg at 25°C

[ Index of Refraction ]:
1.581

[ Storage condition ]:
2-8°C

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
NH0875000
CHEMICAL NAME :
Hyoscyamine, (-)-
CAS REGISTRY NUMBER :
101-31-5
LAST UPDATED :
199701
DATA ITEMS CITED :
4
MOLECULAR FORMULA :
C17-H23-N-O3
MOLECULAR WEIGHT :
289.41
WISWESSER LINE NOTATION :
T56 A ANTJ A1 GOVYR&1Q -L

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Unreported
SPECIES OBSERVED :
Human - man
DOSE/DURATION :
1471 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
85DCAI "Poisoning; Toxicology, Symptoms, Treatments," 2nd ed., Arena, J.M., Springfield, IL, C.C. Thomas, 1970 Volume(issue)/page/year: 2,73,1970
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
95 mg/kg
TOXIC EFFECTS :
Sense Organs and Special Senses (Eye) - effect, not otherwise specified Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - dyspnea
REFERENCE :
BJPCAL British Journal of Pharmacology and Chemotherapy. (London, UK) V.1-33, 1946-68. For publisher information, see BJPCBM. Volume(issue)/page/year: 24,138,1965 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - A1029 No. of Facilities: 68 (estimated) No. of Industries: 1 No. of Occupations: 6 No. of Employees: 2770 (estimated)

Safety Information

[ Hazard Codes ]:
T+: Very toxic;

[ Risk Phrases ]:
R26/28

[ Safety Phrases ]:
24-45

[ RIDADR ]:
UN 1544 6

[ WGK Germany ]:
3

[ RTECS ]:
NH0875000

[ HS Code ]:
2933990090

Synthetic Route

Precursor & DownStream

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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