L-Hyoscyamine Chemical Properties

Melting point:

108,5°C

Boiling point:

431.53°C (rough estimate)

alpha 

D20 -21.0° (alc)

Density 

1.0470 (rough estimate)

refractive index 

1.5200 (estimate)

storage temp. 

2-8°C

solubility 

DMSO:79.0(Max Conc. mg/mL);273.0(Max Conc. mM)
Ethanol:58.0(Max Conc. mg/mL);200.43(Max Conc. mM)

form 

powder

pka

pKa (21°) 9.7

color 

white

Water Solubility 

3.6g/L(20 ºC)

Merck 

14,4858

InChIKey

RKUNBYITZUJHSG-FXUDXRNXSA-N

LogP

1.380 (est)

CAS DataBase Reference

101-31-5(CAS DataBase Reference)

NIST Chemistry Reference

Hyoscyamine(101-31-5)

EPA Substance Registry System

Benzeneacetic acid, .alpha.-(hydroxymethyl)-, (3-endo)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester, (.alpha.S)- (101-31-5)

Safety Information

Hazard Codes 

T+

Risk Statements 

26/28

Safety Statements 

24-45

RIDADR 

UN 1544 6.1/PG 2

WGK Germany 

3

RTECS 

NH0875000

HazardClass 

6.1

PackingGroup 

I

HS Code 

29339900

Hazardous Substances Data

101-31-5(Hazardous Substances Data)

Toxicity

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.

MSDS

• Language:English Provider:SigmaAldrich

L-Hyoscyamine Usage And Synthesis

Chemical Properties

White to Off-White Solid

Uses

Suggested starting dilutions are as follows: IHC-P: 1:100-1:1000, WB: 1:1000-1:10000. Not yet tested in other applications. Optimal working dilutions should be determined experimentally by the end user.

Uses

L-Hyoscyamine can be used as anticholinergic and analgesic.

Uses

L-Hyoscyamine is a natural compound that has inhibitory activity against cholinesterases.

Definition

ChEBI: An atropine with a 2S-configuration.

General Description

Hyoscyamine is a levorotatory alkaloidobtained from various solanaceous species. One ofthe commercial sources is Egyptian henbane (Hyoscyamusmuticus), in which it occurs to the extent of about 0.5%.Usually, it is prepared from the crude drug in a manner similarto that used for atropine and is purified as the oxalate.The free base is obtained easily from this salt.
It occurs as white needles that are sparingly soluble inwater (1:281), more soluble in ether (1:69) or benzene(1:150), very soluble in chloroform (1:1), and freely solublein alcohol. It is used as the sulfate and hydrobromide. Theprincipal reason for the popularity of the hydrobromide hasbeen its nondeliquescent nature. The salts have the advantageover the free base in being quite water soluble.

Biochem/physiol Actions

The 21st amino acid, selenocysteine (sec), is distinct from other amino acids because it lacks its own tRNA synthetase and is the only amino acid synthesized on its cognate tRNA. Synthesis of sec begins with acylation of tRNA(sec) (TRSP; MIM 165060) by seryl-tRNA synthetase (SARS; MIM 607529) to give ser-tRNA(sec), which is subsequently phosphorylated by O-phosphoseryl-tRNA kinase (PSTK; MIM 611310) to give O-phosphoseryl-tRNA(sec). SEPSECS catalyzes the final step of sec synthesis by converting O-phosphoseryl-tRNA(sec) to selenocysteinyl-tRNA(sec) using selenophosphate as the selenium donor (Palioura et al., 2009 [PubMed 19608919]).[supplied by OMIM]

Clinical Use

(L-Hyoscyamine)Hyoscyamine is used to treat disorders of the urinarytract more so than any other antispasmodic, although thereis no evidence that it has any advantages over the otherbelladonna preparations and the synthetic anticholinergics.It is used to treat spasms of the bladder and, in this manner,serves as a urinary stimulant. It is used together witha narcotic to counteract the spasm produced by the narcoticwhen the latter is used to relieve the pain of urethral colic.Hyoscyamine preparations are also used as antispasmodicsin the therapy of peptic ulcers.

target

AChR

L-Hyoscyamine(101-31-5)Related Product Information

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