Cas no 118-10-5 (Cinchonine)
Cinchonine is a naturally occurring alkaloid derived from the bark of Cinchona trees, closely related to quinine. It is a stereoisomer of cinchonidine and exhibits significant pharmacological properties, including antimalarial and antiarrhythmic effects. Chemically, it belongs to the quinoline family and features a complex structure with a quinoline core and a quinuclidine moiety. Cinchonine is widely utilized in asymmetric synthesis as a chiral auxiliary or catalyst due to its ability to induce enantioselectivity in organic reactions. Its high purity and well-defined stereochemistry make it valuable in pharmaceutical research and fine chemical synthesis. Additionally, it serves as a reference standard in analytical chemistry for quality control and method validation.
Cinchonine structure
Product Name:Cinchonine
CAS No:118-10-5
MF:C19H22N2O
MW:294.3908
MDL:MFCD00064372
CID:35862
PubChem ID:87565483
Update Time:2025-07-02
Cinchonine Chemical and Physical Properties
Names and Identifiers
-
- (+)-Quinolin-4-yl(5-vinylquinuclidin-2-yl)methanol
- D-CINCHONINE
- (+)-CINCHONINE
- CINCHONINE
- CINCHONAN-9-OL,(9S)-
- (+)-cinconine
- (8r,9s)-cinchonine
- (9s)-cinchonan-9-o
- (9S)-Cinchonan-9-ol
- 4-quinolyl(5-vinyl-1-azabicyclo[2.2.2]oct-2-yl)methanol
- (1S)-Quinolin-4-yl((2R,4S,5R)-5-vinylquinuclidin-2-yl)methanol
- chinchonine
- cinchonidine
- Cinchonin
- homoquinidine
- [ "" ]
- NSC 6176
- CINCHONINE(P)
- CINCHONINE(RG)
- Cinchonine,99%
- Cinchonine dihydrochloride
- NSC6176
- LA40221
- DSSTox_RID_80657
- DSSTox_CID_25082
- DSSTox_GSID_45082
- HMS1569J14
- Cinchonan-9(S)-ol monohydrochloride
- Tox21_110009
- Cinchonine monohydrochloride hydrate, 99%
- BC201737
- C06528
- (S)-[(2R,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-quinolin-4-ylmethanol
- (S)-[(2R,5R)-5-Vinyl-1-azabicyclo[2.2.2]o
- Q-100084
- DTXCID801474963
- Cinchonine, crystallized, >=98.0% (NT)
- AI3-09058
- BDBM50370411
- SMR001233256
- Prestwick3_000608
- HMS2096J18
- ACon0_001352
- CHEMBL588619
- (+)-Cinchonine, analytical standard
- (S)-quinolin-4-yl((2R,4S,5R)-5-vinylquinuclidin-2-yl)methanol
- CS-0008420
- Cinchonan-9-ol, (9S)-
- GNF-Pf-3189
- .alpha.-Quinidine
- (S)-quinolin-4-yl((1S,2R,4S,5R)-5-vinylquinuclidin-2-yl)methanol
- NCGC00013067-01
- TCMDC-123933
- AKOS015895982
- (S)-4-quinolyl-[(2R,4S,5R)-5-vinylquinuclidin-2-yl]methanol
- BSPBio_000516
- (+)-Cinchonine; >99%
- MEGxp0_001905
- 2-Quinuclidinemethanol, .alpha.-(5-vinyl-2-quinolyl)-
- CINCHORINE
- CINCHONINE [WHO-DD]
- NCI60_005298
- SCHEMBL158394
- CINCHONINE [MI]
- 118-10-5
- AB00374715
- WLN: T66 BNJ EYQ-DT66 A B CNTJ A1U1
- 2-Quinuclidinemethanol, alpha-(5-vinyl-2-quinolyl)-
- BPBio1_000568
- NSC-6176
- NCGC00169174-02
- ACon1_000336
- MLS002153907
- UNII-V43X79NZCD
- CHEBI:27509
- DS-15267
- (+)-cinchonin
- BRD-K90268819-001-03-4
- alpha-(5-Vinyl-2-quinuclidinyl)-4-quinolinemethanol
- (+)-Cinchonine, 85%
- NCGC00262542-03
- MFCD00064372
- 2-Quinuclidinemethanol, .alpha.-4-quinolyl-5-vinyl-
- Q2972710
- EINECS 204-234-6
- HMS2235N18
- KMPWYEUPVWOPIM-QAMTZSDWSA-N
- O10016
- NCGC00169174-01
- (S)-Quinolin-4-yl((1S,2R,4S,5S)-5-vinylquinuclidin-2-yl)methanol
- HY-Y0152
- CAS-118-10-5
- V43X79NZCD
- DTXSID6045082
- (S)-Quinolin-4-yl-(5-vinyl-1-aza-bicyclo[2.2.2]oct-2-yl)-methanol
- (R)-[(4S,5S,7S)-5-ethenyl-1-azabicyclo[2.2.2]octan-7-yl]-quinolin-4-ylmethanol
- (8S,9R)-cinchonidine
- L-cinchonidine
- cinchovatine
- Cinchonine; (9S)-Cinchonan-9-ol
- (8S,9R)-cinchonan-9-ol
- (-)-cinchonidine
- SMR001488502
- MLS002637808
- ?-Quinidine
- (8alpha,9R)-Cinchonan-9-ol
- MLS006011421
- alpha-quinidine
- 2-Quinuclidinemethanol, alpha-4-quinolyl, 5-vinyl-
- (9S)-Cinchonan-9-ol; Cinchonine (8CI); (+)-Cinchonine; (8R,9S)-Cinchonine; NSC 6176; d-Cinchonine
- NCGC00262542-10
- 2-Quinuclidinemethanol, .alpha.-4-quinolyl, 5-vinyl-
- (S)-quinolin-4-yl-(5-vinyl-1-aza-bicyclo(2.2.2)oct-2-yl)-methanol
- (1R)((5R)-5-vinylquinuclidin-2-yl)-4-quinolylmethan-1-ol
- (S)-[(2R,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-quinolin-4-ylmethanol
- (S)-((2R,4S,5R)-5-ethenyl-1-azabicyclo(2.2.2)octan-2-yl)-quinolin-4-ylmethanol
- GTPL13363
- Cinchonine
-
- MDL： MFCD00064372
- Inchi： 1S/C19H22N2O/c1-2-13-12-21-10-8-14(13)11-18(21)19(22)16-7-9-20-17-6-4-3-5-15(16)17/h2-7,9,13-14,18-19,22H,1,8,10-12H2/t13-,14?,18+,19-/m0/s1
- InChI Key： KMPWYEUPVWOPIM-FGVBSWQGSA-N
- SMILES： O([H])[C@@]([H])(C1=C([H])C([H])=NC2=C([H])C([H])=C([H])C([H])=C12)[C@@]1([H])C([H])([H])C2([H])C([H])([H])C([H])([H])N1C([H])([H])[C@]2([H])C([H])=C([H])[H]
- BRN： 89689
Computed Properties
- Exact Mass: 294.17300
- Monoisotopic Mass: 294.173
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 1
- Hydrogen Bond Acceptor Count: 3
- Heavy Atom Count: 22
- Rotatable Bond Count: 3
- Complexity: 412
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 4
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Surface Charge: 0
- XLogP3: 2.7
- Topological Polar Surface Area: 36.4
Experimental Properties
- Color/Form: Powder
- Density: 1.0863 (rough estimate)
- Melting Point: 256-266 oC
- Boiling Point: 464.5°C at 760 mmHg
- Flash Point: 234.7 °C
- Refractive Index: 223 ° (C=0.5, EtOH)
- PH: 9.0 (0.25g/l, H2O, 20℃)(as aqueous solution)
- Solubility: 0.25g/l
- Water Partition Coefficient: Insoluble
- Stability/Shelf Life: Stable, but may be light sensitive. Incompatible with strong oxidizing agents.
- PSA: 36.36000
- LogP: 3.10250
- Merck: 2287
- Sensitiveness: Light Sensitive
- pka: 5.85, 9.92(at 25℃)
- Specific Rotation: 224 o (c=0.5, alcohol)
- Solubility: Soluble in hot ethanol, soluble in ethanol, chloroform, ether, insoluble in water.
Cinchonine Security Information
-
Symbol:
- Prompt：warning
- Signal Word：Warning
- Hazard Statement： H302,H332
- Warning Statement： P264-P270-P301+P312+P330-P501
- Hazardous Material transportation number：1544
- WGK Germany：3
- Hazard Category Code： R20/21/22
- Safety Instruction： S26-S36-S36/37
- FLUKA BRAND F CODES：8-34
- Regulatory Condition Code：Class Q (sugars, alkaloids, antibiotics, hormones)
- RTECS：GD3500000
-
Hazardous Material Identification：
- HazardClass：6.1(b)
- PackingGroup：III
- Toxicity：LD50 i.p. in rats: 152 mg/kg (Johnson, Poe)
- Storage Condition：Powder -20°C 3 years ? 4°C 2 years In solvent -80°C 6 months ? -20°C 1 month
- Packing Group：III
- Hazard Level：6.1(b)
- Safety Term：6.1(b)
- Packing Group：III
- Risk Phrases：R20/21/22
Cinchonine Customs Data
- HS CODE：2933990090
- Customs Data：
China Customs Code:
2933990090Overview:
2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%
Declaration elements:
Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date
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%
Cinchonine Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| MedChemExpress | HY-Y0152-10mM*1mLinDMSO |
Cinchonine |
118-10-5 | ≥98.0% | 10mM*1mLinDMSO |
￥550 | 2023-07-26 | |
| MedChemExpress | HY-Y0152-100mg |
Cinchonine |
118-10-5 | ≥98.0% | 100mg |
￥500 | 2023-08-31 | |
| SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd. | C106926-500g |
Cinchonine |
118-10-5 | 98% | 500g |
￥2728.90 | 2023-09-03 | |
| SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd. | C106926-25g |
Cinchonine |
118-10-5 | 98% | 25g |
￥195.90 | 2023-09-03 | |
| SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd. | C106926-5g |
Cinchonine |
118-10-5 | 98% | 5g |
￥61.90 | 2023-09-03 | |
| SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd. | C106926-100g |
Cinchonine |
118-10-5 | 98% | 100g |
￥684.90 | 2023-09-03 | |
| Chemenu | CM116584-100g |
Cinchonine |
118-10-5 | 95% | 100g |
$102 | 2021-06-15 | |
| Chemenu | CM116584-500g |
Cinchonine |
118-10-5 | 95% | 500g |
$430 | 2021-06-15 | |
| HE FEI BO MEI SHENG WU KE JI YOU XIAN ZE REN GONG SI | XC3625-100g |
Cinchonine |
118-10-5 | ≥98% | 100g |
￥1450元 | 2023-09-15 | |
| HE FEI BO MEI SHENG WU KE JI YOU XIAN ZE REN GONG SI | XC3625-25g |
Cinchonine |
118-10-5 | ≥98% | 25g |
￥420元 | 2023-09-15 |
Cinchonine Suppliers
Suzhou Senfeida Chemical Co., Ltd
Gold Member
Audited Supplier
(CAS:118-10-5)Cinchonine
Order Number:sfd639
Stock Status:in Stock
Quantity:200kg
Purity:99.9%
Pricing Information Last Updated:Friday, 19 July 2024 14:32
Price ($):discuss personally
Email:[email protected]
Amadis Chemical Company Limited
Gold Member
Audited Supplier
(CAS:118-10-5)Cinchonine
Order Number:A803880
Stock Status:in Stock
Quantity:100g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 04:41
Price ($):353.0
Email:[email protected]
Tiancheng Chemical (Jiangsu) Co., Ltd
Gold Member
Audited Supplier
(CAS:118-10-5)Cinchonine
Order Number:LE17645;LE1170;LE1775752
Stock Status:in Stock
Quantity:25KG,200KG,1000KG
Purity:99%
Pricing Information Last Updated:Friday, 20 June 2025 12:16
Price ($):discuss personally
Email:[email protected]
Cinchonine Related Literature
-
Christopher Penschke,Joachim Paier Phys. Chem. Chem. Phys. 2017 19 12546
-
Vsevolod Nikolaev,Lothar Hennig,Jochim Sieler,Ludmila Rodina,Barbel Schulze,Valerij Nikolaev Org. Biomol. Chem. 2005 3 4108
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3. Mono- and bi-nuclear gold(I) and gold(III) complexes with S2C–PR3 ligands. X-Ray crystal structures of [Au(C6F5)3(S2C–PEt3)] and [Au2(μ-S2C–PEt3)-(C6F5)6]·Ch2Cl2Rafael Usón,Antonio Laguna,Mariano Laguna,Maria Luz Castilla,Peter G. Jones,Christa Fittschen J. Chem. Soc. Dalton Trans. 1987 3017
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4. Chemistry of di-and tri-metal complexes with bridging carbene or carbyne ligands. Part 36. Reactions of the dimetal compounds [ReM(CC6H4Me-4)(CO)9](M = Cr, Mo, or W) with octacarbonyldicobalt; crystal structures of [Co2WRe(μ3-CC6H4Me-4)(CO)15] and [Co2Re(μ3-CC6H4Me-4)(CO)10]John C. Jeffery,Diane B. Lewis,Gregg E. Lewis,F. Gordon A. Stone J. Chem. Soc. Dalton Trans. 1985 2001
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5. Ground state and transition state effects in the acylation of α-chymotrypsin in organic solvent–water mixturesRonald P. Bell,John E. Critchlow,Michael I. Page J. Chem. Soc. Perkin Trans. 2 1974 66
Related Categories
- Solvents and Organic Chemicals Organic Compounds Alkaloids and derivatives Cinchona alkaloids Cinchona alkaloids
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