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]

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

Click to get detail 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

Click to get detail synthetic route

Precursor & DownStream

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%

Articles

Role of 17-beta estradiol in baroreflex sensitivity in the nucleus tractus solitarii via the autonomic system in ovariectomized rats.

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Recombinant systems have been used for evaluating the properties of G-protein-coupled receptors (GPCRs) on the assumption of cell surface expression. However, many GPCRs, including muscarinic acetylch...

Sudden unexpected death in a mouse model of Dravet syndrome.

J. Clin. Invest. 123(4) , 1798-808, (2013)

Sudden unexpected death in epilepsy (SUDEP) is the most common cause of death in intractable epilepsies, but physiological mechanisms that lead to SUDEP are unknown. Dravet syndrome (DS) is an infanti...