CAS No.298-57-7,Stugeron Suppliers

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Basic Information

Molecular Structure:
CAS No.:	298-57-7
Name:	Stugeron
Article Data:	26

Formula:	C₂₆H₂₈N₂
Molecular Weight:	368.522
Synonyms:	Piperazine,1-cinnamyl-4-(diphenylmethyl)- (6CI,7CI,8CI);1-(3-Phenylallyl)-4-(diphenylmethyl)piperazine;1-Cinnamyl-4-(diphenylmethyl)piperazine;1-Diphenylmethyl-4-cinnamoylpiperazine;516MD;Aplactan;Apotomin;Carecin;Cerepar;Cinarizine;Cinnacet;Cinnipirine;Denapol;Dimitronal;Folcodal;Glanil;Ixterol;Labyrin;Marisan;Mitronal;Olamin;Sepan;Spaderizine;Stutgeron;Toliman;
EINECS:	206-064-8
Density:	1.093g/cm3
Melting Point:	117-120oC
Boiling Point:	509.2oC at 760mmHg
Flash Point:	229.8oC
Solubility:	750 mg/L at 25 °C in water
Appearance:	white powder
Hazard Symbols:	Xn
Risk Codes:	20/22-36/37/38-42/43
Safety:	22-24/25-36-26
PSA:	6.48000
LogP:	4.98280

Synthetic route

: 4393-06-0
1-Phenyl-2-propen-1-ol

: 841-77-0
diphenylmethylpiperazine

: 298-57-7
cinnarizine

Conditions

Conditions	Yield
With Pd(xantphos)(MeCN)2(OTf)2 In isopropyl alcohol at 20℃; for 12h; Inert atmosphere;	95%

: 1-[(2E)-3-chloroprop-2-en-1-yl]-4-(diphenylmethyl)piperazine

: 100-59-4
phenylmagnesium chloride

: 298-57-7
cinnarizine

Conditions

Conditions	Yield
With 1-methyl-pyrrolidin-2-one; iron(III)-acetylacetonate In tetrahydrofuran at 0 - 20℃; Inert atmosphere;	90%

: 841-77-0
diphenylmethylpiperazine

: 4407-36-7
(2E)-3-phenyl-2-propen-1-ol

: 298-57-7
cinnarizine

Conditions

Conditions	Yield
With 1,1'-bis-(diphenylphosphino)ferrocene; bis(η3-allyl-μ-chloropalladium(II)) In methanol at 20℃; for 12h; Temperature; Inert atmosphere;	90%

: 104-54-1
3-Phenylpropenol

: 841-77-0
diphenylmethylpiperazine

: 298-57-7
cinnarizine

Conditions

Conditions	Yield
In o-xylene at 150℃; for 30h; Inert atmosphere; Sealed tube;	90%

: 2327-99-3
1-phenylpropadiene

: 841-77-0
diphenylmethylpiperazine

: 298-57-7
cinnarizine

Conditions

Conditions	Yield
With [3IPtBuPd(allyl)]OTf In benzene-d6 at 25℃; for 3h; Glovebox; Inert atmosphere; Sealed tube;	82%

: 21087-29-6
trans-3-phenylprop-2-enyl chloride

: 841-77-0
diphenylmethylpiperazine

: 298-57-7
cinnarizine

Conditions

Conditions	Yield
In methanol at 100℃; under 5171.62 Torr; for 0.5h; Flow reactor;	82%

: 292638-84-7
styrene

: 50-00-0
formaldehyd

: 841-77-0
diphenylmethylpiperazine

: 298-57-7
cinnarizine

Conditions

Conditions	Yield
With dichloro[9,9-dimethyl-4,5- bis(diphenylphosphino)xanthene]palladium (II) In methanol at 110℃; for 36h; Inert atmosphere; diastereoselective reaction;	75%

...Expand

: 1522375-86-5
1-benzhydryl-4-(2-acetaldehyde)piperazine

: 1100-88-5
benzyltriphenylphosphonium chloride

A: 750512-44-8
(Z)-1-(diphenylmethyl)-4-cinnamylpiperazine

B: 298-57-7
cinnarizine

Conditions

Conditions	Yield
With potassium tert-butylate In dichloromethane at 5℃; Wittig Olefination; Inert atmosphere; stereoselective reaction;	A 72.8% B 8.8%

...Expand

: 100-58-3
phenylmagnesium bromide

: 1-benzoyl-4-cinnamylpiperazine

: 298-57-7
cinnarizine

Conditions

Conditions	Yield
Stage #1: 1-benzoyl-4-cinnamylpiperazine With bis(triphenylphosphine)carbonyliridium(I) chloride; 1,1,3,3-Tetramethyldisiloxane In dichloromethane at 20℃; for 0.333333h; Stage #2: phenylmagnesium bromide at -78 - 20℃; for 4h;	67%

: 369-57-3
benzenediazonium tetrafluoroborate

: 70713-45-0
1-benzhydryl-4-allyl-piperazine

: 298-57-7
cinnarizine

Conditions

Conditions	Yield
With bathophenanthroline; bis(dibenzylideneacetone)-palladium(0) In N,N-dimethyl-formamide at 20℃; Heck Reaction; Inert atmosphere; stereoselective reaction;	65%

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History

Cinnarizine (298-57-7) was first synthesized by Janssen Pharmaceutica in 1955.

Specification

This chemical is called Cinnarizine, and its IUPAC name is 1-benzhydryl-4-(3-phenylprop-2-enyl)piperazine. With the molecular formula of C₂₆H₂₈N₂, its classification codes are Antihistaminic; Calcium channel blockers; Cardiovascular Agents; Drug / Therapeutic Agent; Histamine Agents; Histamine Antagonists; Histamine H1 antagonists; Human Data; Membrane Transport Modulators; Neurotransmitter Agents; Reproductive Effect. The CAS registry number of this chemical is 298-57-7. Additionally, its product categories are Miscellaneous Natural Products; Intermediates & Fine Chemicals; Pharmaceuticals; Histamine Receptor. What's more, it's calcium channel blocker for antiallergic.

Other characteristics of the Cinnarizine can be summarised as followings: (1)XLogP3: 5.8; (2)H-Bond Donor: 0; (3)H-Bond Acceptor: 2; (4)Rotatable Bond Count: 6; (5)Exact Mass: 368.225249; (6)MonoIsotopic Mass: 368.225249; (7)Topological Polar Surface Area: 6.5; (8)Heavy Atom Count: 28; (9)Formal Charge: 0; (10)Complexity: 429; (11)Isotope Atom Count: 0; (12)Undefined Bond StereoCenter Count: 1; (13)Covalently-Bonded Unit Count: 1; (14)Feature 3D Cation Count: 2; (15)Feature 3D Ring Count: 4; (16)Effective Rotor Count: 7.2; (17)Conformer Sampling RMSD: 0.8; (18)CID Conformer Count: 44.

Uses of this chemical: The Cinnarizine could react with benzene to obtain the 1-benzhydryl-4-(3,3-diphenyl-propyl)-piperazine. This reaction needs the reagent of triflic acid. The yield is 75 %. In addition, this reaction should be taken for 3 hours at the temperature of 25 °C.

The Cinnarizine could react with benzene 1-benzhydryl-4-(3,3-diphenyl-propyl)-piperazine

When you are using this chemical, please be cautious about it as the following: This chemical is irritating / harmful to eyes, respiratory system and skin. Do not breathe dust. You should wear suitable protective clothing to avoid contacting with skin and eyes. In case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
1. InChI: InChI=1/C26H28N2/c1-4-11-23(12-5-1)13-10-18-27-19-21-28(22-20-27)26(24-14-6-2-7-15-24)25-16-8-3-9-17-25/h1-17,26H,18-22H2/b13-10+
2.Smiles: c1ccc(cc1)\C=C\CN1CCN(CC1)C(c1ccccc1)c1ccccc1

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
dog	LD50	intraperitoneal	> 500mg/kg (500mg/kg)		Drugs in Japan Vol. -, Pg. 515, 1990.
dog	LD50	oral	> 500mg/kg (500mg/kg)		Drugs in Japan Vol. -, Pg. 515, 1990.
dog	LD50	subcutaneous	> 500mg/kg (500mg/kg)		Drugs in Japan Vol. -, Pg. 515, 1990.
mouse	LD50	intraperitoneal	730mg/kg (730mg/kg)		Medicamentos de Actualidad. Vol. 21, Pg. 443, 1985.
mouse	LD50	intravenous	22mg/kg (22mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: DYSPNEA LUNGS, THORAX, OR RESPIRATION: CYANOSIS	Kiso to Rinsho. Clinical Report. Vol. 16, Pg. 1735, 1982.
mouse	LD50	oral	> 4500mg/kg (4500mg/kg)	BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) SKIN AND APPENDAGES (SKIN): HAIR: OTHER	Kiso to Rinsho. Clinical Report. Vol. 16, Pg. 1735, 1982.
mouse	LD50	subcutaneous	> 2gm/kg (2000mg/kg)		Drugs in Japan Vol. -, Pg. 515, 1990.
rat	LD50	intraperitoneal	1050mg/kg (1050mg/kg)		Medicamentos de Actualidad. Vol. 21, Pg. 443, 1985.
rat	LD50	intravenous	24mg/kg (24mg/kg)	BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: CYANOSIS	Kiso to Rinsho. Clinical Report. Vol. 16, Pg. 1735, 1982.
rat	LD50	oral	> 6500mg/kg (6500mg/kg)	BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) SKIN AND APPENDAGES (SKIN): HAIR: OTHER	Kiso to Rinsho. Clinical Report. Vol. 16, Pg. 1735, 1982.
rat	LD50	subcutaneous	> 2gm/kg (2000mg/kg)		Drugs in Japan Vol. -, Pg. 515, 1990.
women	TDLo	oral	252mg/kg/12W- (252mg/kg)	SKIN AND APPENDAGES (SKIN): "DERMATITIS, ALLERGIC: AFTER SYSTEMIC EXPOSURE"	British Journal of Dermatology. Vol. 112, Pg. 607, 1985.
women	TDLo	oral	22500mg/kg/22 (22500mg/kg)		Annals of Pharmacotherpy. Vol. 26, Pg. 928, 1992.