6835-16-1

Basic information

• Product Name: HYOSCYAMINE SULFATE
• Synonyms: Hyoscyamine Sulfate (125 mg);[3(S)-ENDO]-8-METHYL-8-AZABICYCLO[3.2.1]OCT-3-YL ESTER, ALPHA-(HYDROXYMETHYL)-BENZENEACETIC ACID SULFATE DIHYDRATE;HYOSCYAMINE SULFATE DIHYDRATE;HYOSCYAMINE SULPHATE;HYOSCYAMINE SULFATE;BENZENEACETIC ACID, ALPHA-(HYDROXYMETHYL)-, 8-METHYL-8-AZABICYCLO[3.2.1]OCT-3-YL ESTER, [3(S)-ENDO]-, SULFATE (2:1), DIHYDRATE;HYOSCYAMINESULFATE,USP;HOSCYAMINE SULFATE USP
• CAS NO: 6835-16-1
• Molecular Formula: 2C₁₇H₂₃NO₃*H₂O₄S
• Molecular Weight: 712.85
• EINECS: 210-644-6
• Mol File: 6835-16-1.mol
• Article Data: 3

Chemical Properties

• Melting Point: 206° when dry
• Appearance: /
• Solubility: Very soluble in water, sparingly soluble or soluble in ethanol (96 per cent).
• CAS DataBase Reference: HYOSCYAMINE SULFATE(CAS DataBase Reference)
• NIST Chemistry Reference: HYOSCYAMINE SULFATE(6835-16-1)
• EPA Substance Registry System: HYOSCYAMINE SULFATE(6835-16-1)

Safety Data

• Hazardous Substances Data: 6835-16-1(Hazardous Substances Data)

Usage

Description

Hyoscyamine sulfate is a naturally occurring alkaloid derived from plants in the Solanaceae family, such as henbane and jimsonweed. It is a white crystalline powder with a bitter taste and is known for its anticholinergic properties. Hyoscyamine sulfate acts as an antagonist of the muscarinic acetylcholine receptors, leading to a reduction in the parasympathetic nervous system activity.

Uses

Used in Pharmaceutical Industry:
Hyoscyamine sulfate is used as an active pharmaceutical ingredient for the treatment of various gastrointestinal disorders, such as irritable bowel syndrome, peptic ulcer disease, and gastroesophageal reflux disease. It helps to reduce gastric secretions, decrease gastrointestinal motility, and alleviate symptoms like abdominal pain, bloating, and diarrhea.
Used in Neurology:
Hyoscyamine sulfate is used as an antispasmodic agent to treat muscle spasms and cramps, particularly in conditions like multiple sclerosis and Parkinson's disease. Its anticholinergic action helps to relax the smooth muscles and alleviate involuntary muscle contractions.
Used in Psychiatry:
Hyoscyamine sulfate is used as an adjunct therapy in the treatment of anxiety disorders and psychosis. Its ability to block muscarinic receptors helps to reduce symptoms like agitation, restlessness, and hallucinations.
Used in Ophthalmology:
Hyoscyamine sulfate is used as a mydriatic agent in eye examinations to dilate the pupils, allowing for better visualization of the retina and other ocular structures. This is particularly useful in conditions like uveitis, retinal detachment, and glaucoma.
Used in Dermatology:
Hyoscyamine sulfate is used topically as an antipruritic agent to relieve itching and irritation caused by various skin conditions, such as eczema, dermatitis, and allergic reactions. Its anticholinergic properties help to reduce inflammation and provide relief from itching.

InChI:InChI=1/2C17H23NO3.H2O4S/c2*1-18-13-7-8-14(18)10-15(9-13)21-17(20)16(11-19)12-5-3-2-4-6-12;1-5(2,3)4/h2*2-6,13-16,19H,7-11H2,1H3;(H2,1,2,3,4)/t2*13-,14?,15+,16?;/m00./s1

Synthetic route

atropine sulfate (5908-99-6, 55-48-1, 300-40-3, 620-61-1, 1867-24-9, 2472-17-5, 2623-69-0, 14844-27-0) → (R)-atropine sulfate + (S)-atropine sulfate (6835-16-1)

Conditions	Yield
With chiral monolith prepared by thiol-ene click reaction of allyl-β-cyclodextrin with pentaerythritol tetra-(3-mercaptopropionate) In acetonitrile for 0.216667h; pH=4; Resolution of racemate;

Upstream product

• 55-48-1 (1R,3r,5S)-3-tropoyloxytropanium sulfate 
• 5894-79-1 methyl 2-formyl-2-phenylacetate 
• 51-55-8 Atropine 
• 120-29-6 3-tropanol 
• 5908-99-6 atropine sulfate 

Downstream Products

• 55-48-1 (1R,3r,5S)-3-tropoyloxytropanium sulfate 
• 529-64-6 Tropic acid 
• 500-55-0 apoatropine 

Relevant articles and documents

Synthesis method of atropine sulfate

The invention belongs to the field of chemical synthesis, and particularly relates to a preparation method of atropine sulfate. The preparation method comprises the following steps: firstly preparing tropine ester, then preparing atropine, salifying to prepare atropine sulfate, and finally refining to obtain the product. In the preparation process of the tropine ester, the reaction temperature is strictly controlled to be 105-111 DEG C, and the crystallization temperature is controlled to be 0-5 DEG C, so that the yield of the tropine ester is improved. In the process of preparing atropine through reduction reaction, palladium-carbon is adopted as a catalyst, and the reaction temperature is strictly controlled to be 10-15 DEG C, so that the product quality is effectively improved. Sulfuric acid is diluted by preparing a sulfuric acid ethanol solution, and the dripping speed of the sulfuric acid ethanol solution is controlled, so that the stable quality of atropine sulfate is ensured.

Facile one-pot preparation of chiral monoliths with a well-defined framework based on the thiol-ene click reaction for capillary liquid chromatography

A novel chiral cyclodextrin (CD) monolith was easily prepared via a one-pot process based on the thiol-ene click reaction of allyl-β-CD with pentaerythritol tetra-(3-mercaptopropionate) in a fused-silica capillary. The effects of both the composition of prepolymerization solution and reaction temperature on the morphology, permeability, and selectivity of the β-CD chiral monolith were investigated in detail. The conditions were optimized to fabricate a homogeneous and permeable chiral monolith. In this study, the β-CD monolith was used as the stationary phase of capillary liquid chromatography for the chiral separation of several pharmaceutical enantiomers including flavanone, flurbiprofen, naproxen, synephrine, isoprenaline sulfate, ketoprofen, and atropine sulfate monohydrate. Compared to the previously reported two-step method, this one-pot method for the preparation of a β-CD chiral monolith is simple and time-saving. Moreover, good resolutions were obtained for chiral isomers in a shorter analysis time compared to that reported in the literatures. These results indicate that the thiol-ene click chemistry provides a simple and robust method for the preparation of a chiral β-CD monolith.