Picrinine | CAS:4684-32-6 | Manufacturer ChemFaces

Picrinine

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Picrinine Description

Source:	The roots of Rauvolfia verticillata.
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Storage:	Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C). Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com
After receiving:	The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.

Structure Identification:

J Org Chem. 2015 Jul 13.

Fischer Indolizations as a Strategic Platform for the Total Synthesis of Picrinine.[Pubmed: 26134260]

Picrinine, which is a member of the akuammiline family of alkaloids, was first isolated in 1965 from the leaves of Alstonia scholaris. The natural product possesses a daunting polycyclic skeleton that contains a furanoindoline, a bridged [3.3.1]azabicycle, two N,O-acetal linkages, and six stereogenic centers. These structural features render Picrinine a challenging and attractive target for total synthesis.
METHODS AND RESULTS:
This paper provides a full account of our synthetic forays toward Picrinine, which culminates in the first total synthesis of this long-standing target. Central to the success of our approach is the use of the Fischer indolization reaction to introduce the C7 quaternary stereocenter and the indoline nucleus of the natural product's scaffold. We probe some of the subtleties of this classic transformation by examining some of the most complex Fischer indolization substrates to date. Additionally, we describe various roadblocks encountered in our experimental efforts, which were successfully overcome to complete the total synthesis of Picrinine.

Picrinine References Information

Citation [1] J Am Chem Soc. 2014 Mar 26;136(12):4504-7.	Total synthesis of the akuammiline alkaloid picrinine.[Pubmed: 24597784 ]
	We report the first total synthesis of the complex akuammiline alkaloid Picrinine, which was first isolated nearly five decades ago. Our synthetic approach features a concise assembly of the [3.3.1]-azabicyclic core, a key Fischer indolization reaction to forge the natural product's carbon framework, and a series of delicate late-stage transformations to complete the synthesis. Our synthesis of Picrinine also constitutes a formal synthesis of the related polycyclic alkaloid strictamine.
Citation [2] CN 101084894 B[P]. 2011.	Medicine for treating diseases concerned with respiratory and use thereof[Reference: WebLink]
	The invention discloses Picrinine (indoles) isolated from Alstonia scholaris. Picrinine has notable antitussive, antiasthmatic, expectorant, antiinflammatory and analgesic effects. Medicinal composition containing Picrinine as active ingredient can be prepared into multiple dosage forms and can be used for treating cold, fever, and respiratory disease caused by fever with good therapeutic effect, convenient application and high safety. Picrinine can be used as quality index for pharmic control in preparing medicine for treating cold, fever and respiratory disease caused by fever.

Product Name	Picrinine
Price:
CAS No.:	4684-32-6
Catalog No.:	CFN98700
Molecular Formula:	C₂₀H₂₂N₂O₃
Molecular Weight:	338.4 g/mol
Purity:	>=98%
Type of Compound:	Alkaloids
Physical Desc.:	Powder
Source:	The roots of Rauvolfia verticillata.
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download:	COA MSDS SDF
Similar structural:	Comparison (Web) (SDF)
Guestbook:

Size /Price /Stock	10 mM * 100 uL in DMSO / Inquiry / In-stock 10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries	Anti-inflammatory Compound Library Analgesia Compound Library Antiasthmatic Compound Library Antitussive Compound Library Expectorants Compound Library Alkaloids Compound Library

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	2.9551 mL	14.7754 mL	29.5508 mL	59.1017 mL	73.8771 mL
5 mM	0.591 mL	2.9551 mL	5.9102 mL	11.8203 mL	14.7754 mL
10 mM	0.2955 mL	1.4775 mL	2.9551 mL	5.9102 mL	7.3877 mL
50 mM	0.0591 mL	0.2955 mL	0.591 mL	1.182 mL	1.4775 mL
100 mM	0.0296 mL	0.1478 mL	0.2955 mL	0.591 mL	0.7388 mL

CFN97900	Akuammiline	1897-26-3	394.5	C₂₃H₂₆N₂O₄
CFN96687	Rauvoyunine B	1414883-82-1	426.46	C₂₃H₂₆N₂O₆
CFN97938	Alstolenine	85769-33-1	546.6	C₃₁H₃₄N₂O₇
CFN97888	Picraline	2671-32-1	410.5	C₂₃H₂₆N₂O₅
CFN97966	Rauvoyunine C	1211543-01-9	592.7	C₃₂H₃₆N₂O₉
CFN97942	Pseudoakuammigine	2447-70-3	366.5	C₂₂H₂₆N₂O₃
CFN98013	Picralinal	20045-06-1	366.4	C₂₁H₂₂N₂O₄
CFN98700	Picrinine	4684-32-6	338.4	C₂₀H₂₂N₂O₃
CFN99260	N1-Methoxymethyl picrinine	1158845-78-3	382.5	C₂₂H₂₆N₂O₄
CFN97014	N-Demethylechitamine	60048-88-6	370.5	C₂₁H₂₆N₂O₄