Basic information
- Name:
Milnacipran hydrochloride
- CAS No.:
101152-94-7
- Molecular Structure:

- Formula:
- C15H23ClN2O
- Molecular Weight:
- 282.81
- Deleted CAS:
- 86181-08-0
- Synonyms:
- Cyclopropanecarboxamide,2-(aminomethyl)-N,N-diethyl-1-phenyl-, monohydrochloride, (1R,2S)-rel- (9CI);Milnacipran HCl;Cyclopropanecarboxamide, 2-(aminomethyl)-N,N-diethyl-1-phenyl-,monohydrochloride, cis-;Dalcipran;F 2207;Ixel;Cyclopropanecarboxamide,2-(aminomethyl)-N,N-diethyl-1-phenyl-, hydrochloride (1:1), (1R,2S)-rel-;Toledomin;
- Melting Point:
- 179-181 °C
- Boiling Point:
- 393 °C at 760 mmHg
- Flash Point:
- 191.5 °C
- Solubility:
- 19 mg/mL in water
- Appearance:
- White crystalline powder
- Hazard Symbols:
Xn- Risk Codes:
- 22
- Transport Information:
- UN 2811 6.1/PG 3
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History
Milnacipran has been approved and sold in Austria since September 1998 under the brand name Ixel. Cypress Bioscience bought the exclusive rights for approval and marketing of the drug for any purpose in the US and Canada in 2003 from the manufacturer Pierre Fabre. In Chile, under the "Ixel" brand name is being sold by Silesia Laboratories. In Israel, milnacipran is distributed by Mediline Limited.
In January 2009 the U.S. Food and Drug Administration (FDA) approved milnacipran (under the brand name Savella) for the treatment of fibromyalgia, making it the third medication approved for this purpose in the United States.
Specification
The Milnacipran hydrochloride with CAS registry number of 101152-94-7 is also known as Cyclopropanecarboxamide, 2-(aminomethyl)-N,N-diethyl-1-phenyl-,monohydrochloride, cis-. The IUPAC name is (1R,2S)-2-(Aminomethyl)-N,N-diethyl-1-phenylcyclopropane-1-carboxamide hydrochloride. It belongs to product categories of Chiral Reagents; Antibiotic Explorer; Intermediates & Fine Chemicals; Pharmaceuticals. In addition, the formula is C15H23ClN2O and the molecular weight is 282.81. This chemical is a white crystalline powder and should be stored at the temperature of 2-8 °C. What's more, it is harmful if swallowed and may cause damage to health.
Physical properties about Milnacipran hydrochloride are: (1)ACD/LogP: 1.23; (2)ACD/LogD (pH 5.5): -1.86; (3)ACD/LogD (pH 7.4): -1.52; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 3; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 6; (11)Flash Point: 191.5 °C; (12)Enthalpy of Vaporization: 64.29 kJ/mol; (13)Boiling Point: 393 °C at 760 mmHg; (14)Vapour Pressure: 2.19E-06 mmHg at 25 °C.
You can still convert the following datas into molecular structure:
1. Canonical SMILES: CCN(CC)C(=O)C1(CC1CN)C2=CC=CC=C2.Cl
2. Isomeric SMILES: CCN(CC)C(=O)[C@@]1(C[C@@H]1CN)C2=CC=CC=C2.Cl
3. InChI: InChI=1S/C15H22N2O.ClH/c1-3-17(4-2)14(18)15(10-13(15)11-16)12-8-6-5-7-9-12;/h5-9,13H,3-4,10-11,16H2,1-2H3;1H/t13-,15+;/m1./s1
4. InChIKey: XNCDYJFPRPDERF-PBCQUBLHSA-N
The toxicity data is as follows:
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| monkey | LDLo | oral | 500mg/kg (500mg/kg) | SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) GASTROINTESTINAL: NAUSEA OR VOMITING | Kiso to Rinsho. Clinical Report. Vol. 28, Pg. 3089, 1994. |
| rat | LD50 | intravenous | 47100ug/kg (47.1mg/kg) | SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Kiso to Rinsho. Clinical Report. Vol. 28, Pg. 3089, 1994. |
| rat | LD50 | oral | 213mg/kg (213mg/kg) | SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Kiso to Rinsho. Clinical Report. Vol. 28, Pg. 3089, 1994. |

